Negative Charge as a Lens for Concentrating Antiaromaticity: Using a Pentagonal “Defect” and Helicene Strain for Cyclizations
Incorporation of a five‐membered ring into a helicene framework disrupts aromatic conjugation and provides a site for selective deprotonation. The deprotonation creates an anionic cyclopentadienyl unit, switches on conjugation, leads to a >200 nm red‐shift in the absorbance spectrum and injects a...
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| Published in | Angewandte Chemie International Edition Vol. 59; no. 3; pp. 1256 - 1262 |
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| Main Authors | , , , , , , , , , |
| Format | Journal Article |
| Language | English |
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Germany
Wiley Subscription Services, Inc
13.01.2020
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| Edition | International ed. in English |
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| Abstract | Incorporation of a five‐membered ring into a helicene framework disrupts aromatic conjugation and provides a site for selective deprotonation. The deprotonation creates an anionic cyclopentadienyl unit, switches on conjugation, leads to a >200 nm red‐shift in the absorbance spectrum and injects a charge into a helical conjugated π‐system without injecting a spin. Structural consequences of deprotonation were revealed via analysis of a monoanionic helicene co‐crystallized with {K+(18‐crown‐6)(THF)} and {Cs+2(18‐crown‐6)3}. UV/Vis‐monitoring of these systems shows a time‐dependent formation of mono‐ and dianionic species, and the latter was isolated and crystallographically characterized. The ability of the twisted helicene frame to delocalize the negative charge was probed as a perturbation of aromaticity using NICS scans. Relief of strain, avoidance of antiaromaticity, and increase in charge delocalization assist in the additional dehydrogenative ring closures that yield a new planarized decacyclic dianion.
Flat as a pancake: Relief of helicene strain, avoidance of antiaromaticity, and increase in charge delocalization assist in dehydrogenative ring closures that convert an anionic fused bis‐[5]helicene into a planarized decacyclic dianion where nine hexagonal units are fused to a single pentagon. |
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| AbstractList | Incorporation of a five-membered ring into a helicene framework disrupts aromatic conjugation and provides a site for selective deprotonation. The deprotonation creates an anionic cyclopentadienyl unit, switches on conjugation, leads to a >200 nm red-shift in the absorbance spectrum and injects a charge into a helical conjugated π-system without injecting a spin. Structural consequences of deprotonation were revealed via analysis of a monoanionic helicene co-crystallized with {K+ (18-crown-6)(THF)} and {Cs+ 2 (18-crown-6)3 }. UV/Vis-monitoring of these systems shows a time-dependent formation of mono- and dianionic species, and the latter was isolated and crystallographically characterized. The ability of the twisted helicene frame to delocalize the negative charge was probed as a perturbation of aromaticity using NICS scans. Relief of strain, avoidance of antiaromaticity, and increase in charge delocalization assist in the additional dehydrogenative ring closures that yield a new planarized decacyclic dianion.Incorporation of a five-membered ring into a helicene framework disrupts aromatic conjugation and provides a site for selective deprotonation. The deprotonation creates an anionic cyclopentadienyl unit, switches on conjugation, leads to a >200 nm red-shift in the absorbance spectrum and injects a charge into a helical conjugated π-system without injecting a spin. Structural consequences of deprotonation were revealed via analysis of a monoanionic helicene co-crystallized with {K+ (18-crown-6)(THF)} and {Cs+ 2 (18-crown-6)3 }. UV/Vis-monitoring of these systems shows a time-dependent formation of mono- and dianionic species, and the latter was isolated and crystallographically characterized. The ability of the twisted helicene frame to delocalize the negative charge was probed as a perturbation of aromaticity using NICS scans. Relief of strain, avoidance of antiaromaticity, and increase in charge delocalization assist in the additional dehydrogenative ring closures that yield a new planarized decacyclic dianion. Incorporation of a five‐membered ring into a helicene framework disrupts aromatic conjugation and provides a site for selective deprotonation. The deprotonation creates an anionic cyclopentadienyl unit, switches on conjugation, leads to a >200 nm red‐shift in the absorbance spectrum and injects a charge into a helical conjugated π‐system without injecting a spin. Structural consequences of deprotonation were revealed via analysis of a monoanionic helicene co‐crystallized with {K+(18‐crown‐6)(THF)} and {Cs+2(18‐crown‐6)3}. UV/Vis‐monitoring of these systems shows a time‐dependent formation of mono‐ and dianionic species, and the latter was isolated and crystallographically characterized. The ability of the twisted helicene frame to delocalize the negative charge was probed as a perturbation of aromaticity using NICS scans. Relief of strain, avoidance of antiaromaticity, and increase in charge delocalization assist in the additional dehydrogenative ring closures that yield a new planarized decacyclic dianion. Flat as a pancake: Relief of helicene strain, avoidance of antiaromaticity, and increase in charge delocalization assist in dehydrogenative ring closures that convert an anionic fused bis‐[5]helicene into a planarized decacyclic dianion where nine hexagonal units are fused to a single pentagon. Incorporation of a five-membered ring into a helicene framework disrupts aromatic conjugation and provides a site for selective deprotonation. The deprotonation creates an anionic cyclopentadienyl unit, switches on conjugation, leads to a >200 nm red-shift in the absorbance spectrum and injects a charge into a helical conjugated π-system without injecting a spin. Structural consequences of deprotonation were revealed via analysis of a monoanionic helicene co-crystallized with {K (18-crown-6)(THF)} and {Cs (18-crown-6) }. UV/Vis-monitoring of these systems shows a time-dependent formation of mono- and dianionic species, and the latter was isolated and crystallographically characterized. The ability of the twisted helicene frame to delocalize the negative charge was probed as a perturbation of aromaticity using NICS scans. Relief of strain, avoidance of antiaromaticity, and increase in charge delocalization assist in the additional dehydrogenative ring closures that yield a new planarized decacyclic dianion. Incorporation of a five‐membered ring into a helicene framework disrupts aromatic conjugation and provides a site for selective deprotonation. The deprotonation creates an anionic cyclopentadienyl unit, switches on conjugation, leads to a >200 nm red‐shift in the absorbance spectrum and injects a charge into a helical conjugated π‐system without injecting a spin. Structural consequences of deprotonation were revealed via analysis of a monoanionic helicene co‐crystallized with {K + (18‐crown‐6)(THF)} and {Cs + 2 (18‐crown‐6) 3 }. UV/Vis‐monitoring of these systems shows a time‐dependent formation of mono‐ and dianionic species, and the latter was isolated and crystallographically characterized. The ability of the twisted helicene frame to delocalize the negative charge was probed as a perturbation of aromaticity using NICS scans. Relief of strain, avoidance of antiaromaticity, and increase in charge delocalization assist in the additional dehydrogenative ring closures that yield a new planarized decacyclic dianion. Incorporation of a five‐membered ring into a helicene framework disrupts aromatic conjugation and provides a site for selective deprotonation. The deprotonation creates an anionic cyclopentadienyl unit, switches on conjugation, leads to a >200 nm red‐shift in the absorbance spectrum and injects a charge into a helical conjugated π‐system without injecting a spin. Structural consequences of deprotonation were revealed via analysis of a monoanionic helicene co‐crystallized with {K+(18‐crown‐6)(THF)} and {Cs+2(18‐crown‐6)3}. UV/Vis‐monitoring of these systems shows a time‐dependent formation of mono‐ and dianionic species, and the latter was isolated and crystallographically characterized. The ability of the twisted helicene frame to delocalize the negative charge was probed as a perturbation of aromaticity using NICS scans. Relief of strain, avoidance of antiaromaticity, and increase in charge delocalization assist in the additional dehydrogenative ring closures that yield a new planarized decacyclic dianion. |
| Author | Shatruk, Michael Alabugin, Igor V. Kuriakose, Febin Wei, Zheng Jo, Minyoung Üngör, Ökten Petrukhina, Marina A. Kawade, Rahul Kisan Zhou, Zheng Gershoni‐Poranne, Renana |
| Author_xml | – sequence: 1 givenname: Zheng surname: Zhou fullname: Zhou, Zheng organization: University at Albany – sequence: 2 givenname: Rahul Kisan surname: Kawade fullname: Kawade, Rahul Kisan organization: Florida State University – sequence: 3 givenname: Zheng surname: Wei fullname: Wei, Zheng organization: University at Albany – sequence: 4 givenname: Febin surname: Kuriakose fullname: Kuriakose, Febin organization: Florida State University – sequence: 5 givenname: Ökten surname: Üngör fullname: Üngör, Ökten organization: Florida State University – sequence: 6 givenname: Minyoung surname: Jo fullname: Jo, Minyoung organization: Florida State University – sequence: 7 givenname: Michael surname: Shatruk fullname: Shatruk, Michael organization: Florida State University – sequence: 8 givenname: Renana surname: Gershoni‐Poranne fullname: Gershoni‐Poranne, Renana email: renana.poranne@org.chem.ethz.ch organization: ETH Zürich – sequence: 9 givenname: Marina A. orcidid: 0000-0003-0221-7900 surname: Petrukhina fullname: Petrukhina, Marina A. email: mpetrukhina@albany.edu organization: University at Albany – sequence: 10 givenname: Igor V. orcidid: 0000-0001-9289-3819 surname: Alabugin fullname: Alabugin, Igor V. email: alabugin@chem.fsu.edu organization: Florida State University |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/31715065$$D View this record in MEDLINE/PubMed |
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| Cites_doi | 10.1021/jacs.7b07622 10.1002/anie.199210931 10.1021/jo981562s 10.1002/asia.200600174 10.1002/anie.201610434 10.1002/ange.201301226 10.1002/ange.201301739 10.1038/ncomms9418 10.1002/anie.201108307 10.1021/jo101635z 10.1021/ja510563d 10.1021/ja304424t 10.1002/1521-3757(20020517)114:10<1788::AID-ANGE1788>3.0.CO;2-R 10.1002/ange.201700341 10.1021/acs.orglett.6b00747 10.1039/C2CS35134J 10.1002/ange.201711985 10.1002/chem.201304307 10.1002/anie.201605799 10.1016/S0040-4039(00)74221-3 10.1021/acs.joc.6b01052 10.1021/cr200087r 10.1038/nature09211 10.1002/chem.201405239 10.1002/anie.201801537 10.1002/anie.201709282 10.1021/jacs.9b05610 10.1002/adma.201204961 10.1002/ange.201906748 10.1126/science.1208686 10.1002/poc.3160 10.1002/ange.201108307 10.1002/ange.201812283 10.1002/ange.201606330 10.1126/science.1134231 10.1002/chem.201705407 10.1002/(SICI)1521-3757(19990802)111:15<2379::AID-ANGE2379>3.0.CO;2-0 10.1021/acs.chemrev.9b00033 10.1002/ange.201712783 10.1039/C2CS35154D 10.1021/jacs.7b07519 10.1021/ja500841f 10.1021/jacs.6b01303 10.1002/ange.201502436 10.1002/ange.201610434 10.1002/(SICI)1521-3773(19990802)38:15<2240::AID-ANIE2240>3.0.CO;2-C 10.1021/jacs.5b02373 10.1002/ange.200301667 10.1002/anie.201610793 10.1016/S0040-4039(01)99095-1 10.1002/ange.201507961 10.1038/nphoton.2013.176 10.1002/anie.201210238 10.1002/anie.200705463 10.1021/jacs.7b07113 10.1039/C5CS00620A 10.1002/anie.201700341 10.1021/jacs.8b09825 10.1021/ja960582d 10.1021/jo051746o 10.1021/ja503533y 10.1002/anie.200301667 10.1021/cr030088 10.1021/jacs.7b13412 10.1002/anie.201711985 10.1002/ange.201605799 10.1002/1521-3773(20020517)41:10<1712::AID-ANIE1712>3.0.CO;2-1 10.1002/1099-0690(200004)2000:7<1091::AID-EJOC1091>3.0.CO;2-W 10.1002/anie.201906748 10.1002/ange.201811706 10.1002/ange.19921040831 10.1021/jacs.5b07448 10.1002/anie.201301226 10.1038/nature17151 10.1021/jacs.8b01447 10.1021/acsami.8b15520 10.1021/ja981757h 10.1021/acs.joc.5b01014 10.1021/ja00061a019 10.1021/jacs.6b08664 10.1021/acs.joc.8b02870 10.1002/anie.201712783 10.1021/jo1000753 10.1002/anie.201502436 10.1021/ol502180y 10.1039/C2CS35111K 10.1002/ange.201610793 10.1021/acs.joc.8b00538 10.1021/cr00064a006 10.1021/ol302922t 10.1002/chem.201200416 10.1002/ange.201210238 10.1002/ange.200705463 10.1002/ange.201801537 10.1039/b603305a 10.1002/ange.201709282 10.1002/anie.201507961 10.1002/anie.201811706 10.1021/jacs.5b03118 10.1002/anie.201301739 10.1021/acs.accounts.8b00141 10.1002/celc.201800565 10.1021/ja035626e 10.1021/jo401807x 10.1039/C5CS00057B 10.1016/S0040-4039(00)90586-0 10.1021/jacs.8b11222 10.3390/molecules24010118 10.1002/anie.201606330 10.1021/nn401948e 10.1021/jacs.6b08540 10.1021/acs.accounts.8b00026 10.1021/ja000072q 10.1002/anie.201812283 10.1021/jacs.5b02794 |
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| Copyright | 2020 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. |
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| Keywords | cyclizations helicenes benzannulation reductive coupling aromaticity |
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| References | 2006; 71 1968; 9 2013; 26 2013; 25 2019; 11 2010; 466 1999 1999; 38 111 2012; 18 2018; 83 2015; 80 2008 2008; 47 120 2013; 7 2012; 14 2014; 136 2013 2013; 52 125 2014; 20 2018; 5 2012; 134 2015; 137 2002 2002; 41 114 2000 2012 2012; 51 124 2018 2018; 57 130 2019; 24 2005; 105 2015; 44 2014; 16 2015 2015; 54 127 2019; 119 2016; 81 2000; 122 2003; 125 2016; 45 1998; 120 1984; 84 2010; 75 2011; 333 2015; 6 2018; 140 2013; 42 1999; 64 2006; 4 2003 2003; 42 115 2006; 1 2017 2017; 56 129 2006; 314 2016; 18 2019; 141 1992; 33 1992 1992; 31 104 2019 2019; 58 131 2017; 139 2018; 24 1967; 8 2016 2016; 55 128 2012; 112 2019; 84 2013; 78 2015; 21 2016; 531 2016; 138 2018; 51 1993; 115 1996; 118 e_1_2_6_72_2 e_1_2_6_95_1 e_1_2_6_53_2 e_1_2_6_30_3 e_1_2_6_30_2 e_1_2_6_91_1 e_1_2_6_19_2 e_1_2_6_34_2 e_1_2_6_11_2 e_1_2_6_15_3 e_1_2_6_53_3 e_1_2_6_38_2 e_1_2_6_76_2 e_1_2_6_57_1 e_1_2_6_15_2 e_1_2_6_99_2 e_1_2_6_83_3 e_1_2_6_102_2 e_1_2_6_83_2 e_1_2_6_64_2 e_1_2_6_106_1 e_1_2_6_41_2 e_1_2_6_60_2 e_1_2_6_9_1 e_1_2_6_5_2 e_1_2_6_1_1 e_1_2_6_22_2 e_1_2_6_49_2 e_1_2_6_49_3 e_1_2_6_87_2 e_1_2_6_45_2 e_1_2_6_68_2 e_1_2_6_26_1 e_1_2_6_50_2 e_1_2_6_73_2 e_1_2_6_73_3 e_1_2_6_96_1 e_1_2_6_31_2 e_1_2_6_92_2 e_1_2_6_12_2 e_1_2_6_35_2 e_1_2_6_58_2 e_1_2_6_31_3 e_1_2_6_16_2 e_1_2_6_39_2 e_1_2_6_54_2 e_1_2_6_77_2 e_1_2_6_54_3 e_1_2_6_77_3 e_1_2_6_84_2 e_1_2_6_42_2 e_1_2_6_84_3 e_1_2_6_105_2 e_1_2_6_80_2 e_1_2_6_61_1 e_1_2_6_109_2 e_1_2_6_101_1 e_1_2_6_6_2 e_1_2_6_23_2 e_1_2_6_69_2 e_1_2_6_2_2 e_1_2_6_42_3 e_1_2_6_65_2 e_1_2_6_88_2 e_1_2_6_27_2 e_1_2_6_46_1 e_1_2_6_74_1 e_1_2_6_97_1 e_1_2_6_51_2 e_1_2_6_70_1 e_1_2_6_93_2 e_1_2_6_36_1 e_1_2_6_13_2 e_1_2_6_59_2 e_1_2_6_32_2 e_1_2_6_17_2 e_1_2_6_55_2 e_1_2_6_78_2 e_1_2_6_62_2 e_1_2_6_62_3 e_1_2_6_85_3 e_1_2_6_104_2 e_1_2_6_85_2 e_1_2_6_20_2 e_1_2_6_108_2 e_1_2_6_81_2 (e_1_2_6_48_3) 2019; 131 e_1_2_6_100_1 e_1_2_6_7_2 e_1_2_6_3_2 e_1_2_6_24_2 e_1_2_6_47_2 e_1_2_6_28_2 e_1_2_6_43_2 e_1_2_6_89_1 e_1_2_6_43_3 e_1_2_6_66_2 e_1_2_6_71_3 e_1_2_6_52_2 e_1_2_6_75_2 e_1_2_6_94_2 e_1_2_6_71_2 e_1_2_6_90_2 e_1_2_6_90_1 e_1_2_6_18_2 e_1_2_6_33_3 e_1_2_6_10_2 e_1_2_6_33_2 e_1_2_6_37_3 e_1_2_6_14_2 e_1_2_6_37_2 e_1_2_6_56_2 e_1_2_6_79_2 e_1_2_6_98_2 e_1_2_6_103_2 e_1_2_6_63_2 e_1_2_6_86_2 e_1_2_6_63_3 e_1_2_6_107_2 e_1_2_6_40_2 e_1_2_6_82_2 e_1_2_6_8_2 e_1_2_6_29_3 e_1_2_6_8_3 e_1_2_6_29_2 e_1_2_6_4_2 e_1_2_6_48_2 e_1_2_6_21_2 e_1_2_6_44_2 e_1_2_6_67_1 e_1_2_6_86_3 e_1_2_6_25_2 |
| References_xml | – volume: 52 125 start-page: 9900 10084 year: 2013 2013 end-page: 9930 10115 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 4 start-page: 2518 year: 2006 end-page: 2524 publication-title: Org. Biomol. Chem. – volume: 134 start-page: 15628 year: 2012 end-page: 15631 publication-title: J. Am. Chem. Soc. – volume: 38 111 start-page: 2240 2379 year: 1999 1999 end-page: 2243 2382 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 136 start-page: 8122 year: 2014 end-page: 8130 publication-title: J. Am. Chem. Soc. – volume: 137 start-page: 1165 year: 2015 end-page: 1180 publication-title: J. Am. Chem. Soc. – volume: 18 start-page: 2118 year: 2016 end-page: 2121 publication-title: Org. Lett. – volume: 56 129 start-page: 15363 15565 year: 2017 2017 end-page: 15367 15569 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 55 128 start-page: 11633 11805 year: 2016 2016 end-page: 11637 11809 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 78 start-page: 11147 year: 2013 end-page: 11154 publication-title: J. Org. Chem. – volume: 44 start-page: 6472 year: 2015 end-page: 6493 publication-title: Chem. Soc. Rev. – volume: 140 start-page: 4222 year: 2018 end-page: 4226 publication-title: J. Am. Chem. Soc. – volume: 81 start-page: 6007 year: 2016 end-page: 6017 publication-title: J. Org. Chem. – volume: 119 start-page: 8846 year: 2019 end-page: 8953 publication-title: Chem. Rev. – volume: 51 start-page: 1206 year: 2018 end-page: 1219 publication-title: Acc. Chem. Res. – volume: 8 start-page: 743 year: 1967 end-page: 744 publication-title: Tetrahedron Lett. – volume: 58 131 start-page: 587 597 year: 2019 2019 end-page: 591 601 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 71 start-page: 883 year: 2006 end-page: 893 publication-title: J. Org. Chem. – volume: 80 start-page: 11706 year: 2015 end-page: 11717 publication-title: J. Org. Chem. – volume: 139 start-page: 18508 year: 2017 end-page: 18511 publication-title: J. Am. Chem. Soc. – volume: 531 start-page: 489 year: 2016 end-page: 492 publication-title: Nature – volume: 57 130 start-page: 1337 1351 year: 2018 2018 end-page: 1341 1355 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 466 start-page: 470 year: 2010 end-page: 473 publication-title: Nature – volume: 137 start-page: 15441 year: 2015 end-page: 15450 publication-title: J. Am. Chem. Soc. – volume: 25 start-page: 2624 year: 2013 end-page: 2628 publication-title: Adv. Mater. – volume: 140 start-page: 15461 year: 2018 end-page: 15469 publication-title: J. Am. Chem. Soc. – volume: 139 start-page: 16210 year: 2017 end-page: 16221 publication-title: J. Am. Chem. Soc. – volume: 141 start-page: 2391 year: 2019 end-page: 2397 publication-title: J. Am. Chem. Soc. – start-page: 1091 year: 2000 end-page: 1106 publication-title: Eur. J. Org. Chem. – volume: 14 start-page: 6032 year: 2012 end-page: 6035 publication-title: Org. Lett. – volume: 18 start-page: 6476 year: 2012 end-page: 6484 publication-title: Chem. Eur. J. – volume: 137 start-page: 7763 year: 2015 end-page: 7768 publication-title: J. Am. Chem. Soc. – volume: 137 start-page: 6335 year: 2015 end-page: 6349 publication-title: J. Am. Chem. Soc. – volume: 52 125 start-page: 5033 5137 year: 2013 2013 end-page: 5036 5140 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 75 start-page: 2281 year: 2010 end-page: 2288 publication-title: J. Org. Chem. – volume: 125 start-page: 11808 year: 2003 end-page: 11809 publication-title: J. Am. Chem. Soc. – volume: 58 131 start-page: 2023 2045 year: 2019 2019 end-page: 2028 2050 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 55 128 start-page: 12054 12233 year: 2016 2016 end-page: 12058 12237 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 42 start-page: 968 year: 2013 end-page: 1006 publication-title: Chem. Soc. Rev. – volume: 6 start-page: 8418 year: 2015 publication-title: Nat. Commun. – volume: 51 124 start-page: 5857 5959 year: 2012 2012 end-page: 5861 5963 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 56 129 start-page: 3374 3423 year: 2017 2017 end-page: 3378 3427 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 54 127 start-page: 6847 6951 year: 2015 2015 end-page: 6851 6955 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 75 start-page: 7358 year: 2010 end-page: 7364 publication-title: J. Org. Chem. – volume: 138 start-page: 15617 year: 2016 end-page: 15628 publication-title: J. Am. Chem. Soc. – volume: 24 start-page: 4165 year: 2018 end-page: 4172 publication-title: Chem. Eur. J. – volume: 41 114 start-page: 1712 1788 year: 2002 2002 end-page: 1715 1791 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 1 start-page: 678 year: 2006 end-page: 685 publication-title: Chem. Asian J. – volume: 31 104 start-page: 1093 1081 year: 1992 1992 end-page: 1095 1082 publication-title: Angew. Chem. Int. Ed. Engl. Angew. Chem. – volume: 84 start-page: 1980 year: 2019 end-page: 1993 publication-title: J. Org. Chem. – volume: 47 120 start-page: 3188 3232 year: 2008 2008 end-page: 3191 3235 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 140 start-page: 4317 year: 2018 end-page: 4326 publication-title: J. Am. Chem. Soc. – volume: 55 128 start-page: 1183 1198 year: 2016 2016 end-page: 1186 1202 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 83 start-page: 5523 year: 2018 end-page: 5538 publication-title: J. Org. Chem. – volume: 84 start-page: 603 year: 1984 end-page: 646 publication-title: Chem. Rev. – volume: 52 125 start-page: 9970 10154 year: 2013 2013 end-page: 9975 10159 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 24 start-page: 118 year: 2019 publication-title: Molecules – volume: 314 start-page: 1437 year: 2006 end-page: 1439 publication-title: Science – volume: 56 129 start-page: 3379 3428 year: 2017 2017 end-page: 3382 3431 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 7 start-page: 6123 year: 2013 end-page: 6128 publication-title: ACS Nano – volume: 105 start-page: 3842 year: 2005 end-page: 3888 publication-title: Chem. Rev. – volume: 26 start-page: 742 year: 2013 end-page: 749 publication-title: J. Phys. Org. Chem. – volume: 122 start-page: 12637 year: 2000 end-page: 12645 publication-title: J. Am. Chem. Soc. – volume: 141 start-page: 12797 year: 2019 end-page: 12803 publication-title: J. Am. Chem. Soc. – volume: 7 start-page: 634 year: 2013 end-page: 638 publication-title: Nat. Photonics – volume: 118 start-page: 6317 year: 1996 end-page: 6318 publication-title: J. Am. Chem. Soc. – volume: 42 115 start-page: 3986 4116 year: 2003 2003 end-page: 3989 4119 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 138 start-page: 3587 year: 2016 end-page: 3595 publication-title: J. Am. Chem. Soc. – volume: 42 start-page: 1051 year: 2013 end-page: 1095 publication-title: Chem. Soc. Rev. – volume: 57 130 start-page: 3651 3713 year: 2018 2018 end-page: 3655 3717 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 57 130 start-page: 6171 6279 year: 2018 2018 end-page: 6175 6283 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 333 start-page: 1008 year: 2011 end-page: 1011 publication-title: Science – volume: 115 start-page: 3199 year: 1993 end-page: 3211 publication-title: J. Am. Chem. Soc. – volume: 5 start-page: 2080 year: 2018 end-page: 2088 publication-title: ChemElectroChem – volume: 138 start-page: 12783 year: 2016 end-page: 12786 publication-title: J. Am. Chem. Soc. – volume: 51 start-page: 1541 year: 2018 end-page: 1549 publication-title: Acc. Chem. Res. – volume: 64 start-page: 644 year: 1999 end-page: 647 publication-title: J. Org. Chem. – volume: 16 start-page: 4610 year: 2014 end-page: 4613 publication-title: Org. Lett. – volume: 112 start-page: 1463 year: 2012 end-page: 1535 publication-title: Chem. Rev. – volume: 45 start-page: 1542 year: 2016 end-page: 1556 publication-title: Chem. Soc. Rev. – volume: 120 start-page: 8656 year: 1998 end-page: 8660 publication-title: J. Am. Chem. Soc. – volume: 21 start-page: 2343 year: 2015 end-page: 2347 publication-title: Chem. Eur. J. – volume: 11 start-page: 1555 year: 2019 end-page: 1562 publication-title: ACS Appl. Mater. Interfaces – volume: 42 start-page: 1007 year: 2013 end-page: 1050 publication-title: Chem. Soc. Rev. – volume: 56 129 start-page: 5839 5933 year: 2017 2017 end-page: 5843 5937 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 136 start-page: 5555 year: 2014 end-page: 5558 publication-title: J. Am. Chem. Soc. – volume: 58 131 start-page: 12107 12235 year: 2019 2019 end-page: 12111 12239 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 33 start-page: 2395 year: 1992 end-page: 2398 publication-title: Tetrahedron Lett. – volume: 139 start-page: 18512 year: 2017 end-page: 18521 publication-title: J. Am. Chem. Soc. – volume: 9 start-page: 3507 year: 1968 end-page: 3510 publication-title: Tetrahedron Lett. – volume: 137 start-page: 8469 year: 2015 end-page: 8474 publication-title: J. Am. Chem. Soc. – volume: 20 start-page: 5673 year: 2014 end-page: 5688 publication-title: Chem. Eur. J. – ident: e_1_2_6_51_2 doi: 10.1021/jacs.7b07622 – ident: e_1_2_6_33_2 doi: 10.1002/anie.199210931 – ident: e_1_2_6_78_2 doi: 10.1021/jo981562s – ident: e_1_2_6_101_1 – ident: e_1_2_6_72_2 doi: 10.1002/asia.200600174 – ident: e_1_2_6_53_2 doi: 10.1002/anie.201610434 – ident: e_1_2_6_86_3 doi: 10.1002/ange.201301226 – ident: e_1_2_6_31_3 doi: 10.1002/ange.201301739 – ident: e_1_2_6_16_2 doi: 10.1038/ncomms9418 – ident: e_1_2_6_42_2 doi: 10.1002/anie.201108307 – ident: e_1_2_6_76_2 doi: 10.1021/jo101635z – ident: e_1_2_6_68_2 doi: 10.1021/ja510563d – ident: e_1_2_6_22_2 doi: 10.1021/ja304424t – ident: e_1_2_6_73_3 doi: 10.1002/1521-3757(20020517)114:10<1788::AID-ANGE1788>3.0.CO;2-R – ident: e_1_2_6_37_3 doi: 10.1002/ange.201700341 – ident: e_1_2_6_100_1 – ident: e_1_2_6_61_1 – ident: e_1_2_6_75_2 doi: 10.1021/acs.orglett.6b00747 – ident: e_1_2_6_6_2 doi: 10.1039/C2CS35134J – ident: e_1_2_6_49_3 doi: 10.1002/ange.201711985 – ident: e_1_2_6_105_2 doi: 10.1002/chem.201304307 – ident: e_1_2_6_9_1 – ident: e_1_2_6_63_2 doi: 10.1002/anie.201605799 – ident: e_1_2_6_89_1 doi: 10.1016/S0040-4039(00)74221-3 – ident: e_1_2_6_69_2 doi: 10.1021/acs.joc.6b01052 – ident: e_1_2_6_7_2 doi: 10.1021/cr200087r – ident: e_1_2_6_92_2 doi: 10.1038/nature09211 – ident: e_1_2_6_17_2 doi: 10.1002/chem.201405239 – ident: e_1_2_6_71_2 doi: 10.1002/anie.201801537 – ident: e_1_2_6_85_2 doi: 10.1002/anie.201709282 – ident: e_1_2_6_47_2 doi: 10.1021/jacs.9b05610 – ident: e_1_2_6_96_1 – ident: e_1_2_6_20_2 doi: 10.1002/adma.201204961 – ident: e_1_2_6_83_3 doi: 10.1002/ange.201906748 – ident: e_1_2_6_82_2 doi: 10.1126/science.1208686 – ident: e_1_2_6_60_2 doi: 10.1002/poc.3160 – ident: e_1_2_6_42_3 doi: 10.1002/ange.201108307 – ident: e_1_2_6_74_1 – ident: e_1_2_6_84_3 doi: 10.1002/ange.201812283 – ident: e_1_2_6_29_3 doi: 10.1002/ange.201606330 – ident: e_1_2_6_91_1 – ident: e_1_2_6_23_2 doi: 10.1126/science.1134231 – ident: e_1_2_6_95_1 doi: 10.1002/chem.201705407 – ident: e_1_2_6_77_3 doi: 10.1002/(SICI)1521-3757(19990802)111:15<2379::AID-ANGE2379>3.0.CO;2-0 – ident: e_1_2_6_2_2 doi: 10.1021/acs.chemrev.9b00033 – ident: e_1_2_6_62_3 doi: 10.1002/ange.201712783 – ident: e_1_2_6_97_1 – ident: e_1_2_6_4_2 doi: 10.1039/C2CS35154D – ident: e_1_2_6_38_2 doi: 10.1021/jacs.7b07519 – ident: e_1_2_6_40_2 doi: 10.1021/ja500841f – ident: e_1_2_6_55_2 doi: 10.1021/jacs.6b01303 – ident: e_1_2_6_30_3 doi: 10.1002/ange.201502436 – ident: e_1_2_6_53_3 doi: 10.1002/ange.201610434 – ident: e_1_2_6_77_2 doi: 10.1002/(SICI)1521-3773(19990802)38:15<2240::AID-ANIE2240>3.0.CO;2-C – ident: e_1_2_6_65_2 doi: 10.1021/jacs.5b02373 – ident: e_1_2_6_8_3 doi: 10.1002/ange.200301667 – ident: e_1_2_6_54_2 doi: 10.1002/anie.201610793 – ident: e_1_2_6_35_2 doi: 10.1016/S0040-4039(01)99095-1 – ident: e_1_2_6_46_1 – ident: e_1_2_6_15_3 doi: 10.1002/ange.201507961 – ident: e_1_2_6_21_2 doi: 10.1038/nphoton.2013.176 – ident: e_1_2_6_90_1 doi: 10.1002/anie.201210238 – ident: e_1_2_6_43_2 doi: 10.1002/anie.200705463 – ident: e_1_2_6_52_2 doi: 10.1021/jacs.7b07113 – ident: e_1_2_6_3_2 doi: 10.1039/C5CS00620A – ident: e_1_2_6_37_2 doi: 10.1002/anie.201700341 – ident: e_1_2_6_27_2 doi: 10.1021/jacs.8b09825 – ident: e_1_2_6_98_2 doi: 10.1021/ja960582d – ident: e_1_2_6_103_2 doi: 10.1021/jo051746o – ident: e_1_2_6_19_2 doi: 10.1021/ja503533y – ident: e_1_2_6_8_2 doi: 10.1002/anie.200301667 – ident: e_1_2_6_99_2 doi: 10.1021/cr030088 – ident: e_1_2_6_28_2 doi: 10.1021/jacs.7b13412 – ident: e_1_2_6_49_2 doi: 10.1002/anie.201711985 – ident: e_1_2_6_67_1 – ident: e_1_2_6_36_1 – ident: e_1_2_6_63_3 doi: 10.1002/ange.201605799 – ident: e_1_2_6_73_2 doi: 10.1002/1521-3773(20020517)41:10<1712::AID-ANIE1712>3.0.CO;2-1 – ident: e_1_2_6_80_2 doi: 10.1002/1099-0690(200004)2000:7<1091::AID-EJOC1091>3.0.CO;2-W – ident: e_1_2_6_83_2 doi: 10.1002/anie.201906748 – volume: 131 start-page: 597 year: 2019 ident: e_1_2_6_48_3 publication-title: Angew. Chem. doi: 10.1002/ange.201811706 – ident: e_1_2_6_33_3 doi: 10.1002/ange.19921040831 – ident: e_1_2_6_109_2 doi: 10.1021/jacs.5b07448 – ident: e_1_2_6_102_2 – ident: e_1_2_6_86_2 doi: 10.1002/anie.201301226 – ident: e_1_2_6_94_2 doi: 10.1038/nature17151 – ident: e_1_2_6_50_2 doi: 10.1021/jacs.8b01447 – ident: e_1_2_6_11_2 doi: 10.1021/acsami.8b15520 – ident: e_1_2_6_24_2 doi: 10.1021/ja981757h – ident: e_1_2_6_106_1 – ident: e_1_2_6_64_2 doi: 10.1021/acs.joc.5b01014 – ident: e_1_2_6_25_2 doi: 10.1021/ja00061a019 – ident: e_1_2_6_39_2 doi: 10.1021/jacs.6b08664 – ident: e_1_2_6_10_2 doi: 10.1021/acs.joc.8b02870 – ident: e_1_2_6_62_2 doi: 10.1002/anie.201712783 – ident: e_1_2_6_26_1 – ident: e_1_2_6_104_2 doi: 10.1021/jo1000753 – ident: e_1_2_6_1_1 – ident: e_1_2_6_30_2 doi: 10.1002/anie.201502436 – ident: e_1_2_6_18_2 doi: 10.1021/ol502180y – ident: e_1_2_6_5_2 doi: 10.1039/C2CS35111K – ident: e_1_2_6_54_3 doi: 10.1002/ange.201610793 – ident: e_1_2_6_13_2 doi: 10.1021/acs.joc.8b00538 – ident: e_1_2_6_79_2 doi: 10.1021/cr00064a006 – ident: e_1_2_6_66_2 doi: 10.1021/ol302922t – ident: e_1_2_6_87_2 doi: 10.1002/chem.201200416 – ident: e_1_2_6_90_2 doi: 10.1002/ange.201210238 – ident: e_1_2_6_43_3 doi: 10.1002/ange.200705463 – ident: e_1_2_6_71_3 doi: 10.1002/ange.201801537 – ident: e_1_2_6_44_2 doi: 10.1039/b603305a – ident: e_1_2_6_85_3 doi: 10.1002/ange.201709282 – ident: e_1_2_6_15_2 doi: 10.1002/anie.201507961 – ident: e_1_2_6_48_2 doi: 10.1002/anie.201811706 – ident: e_1_2_6_56_2 doi: 10.1021/jacs.5b03118 – ident: e_1_2_6_31_2 doi: 10.1002/anie.201301739 – ident: e_1_2_6_81_2 doi: 10.1021/acs.accounts.8b00141 – ident: e_1_2_6_14_2 doi: 10.1002/celc.201800565 – ident: e_1_2_6_45_2 doi: 10.1021/ja035626e – ident: e_1_2_6_41_2 doi: 10.1021/jo401807x – ident: e_1_2_6_108_2 doi: 10.1039/C5CS00057B – ident: e_1_2_6_34_2 doi: 10.1016/S0040-4039(00)90586-0 – ident: e_1_2_6_12_2 doi: 10.1021/jacs.8b11222 – ident: e_1_2_6_57_1 – ident: e_1_2_6_58_2 doi: 10.3390/molecules24010118 – ident: e_1_2_6_29_2 doi: 10.1002/anie.201606330 – ident: e_1_2_6_70_1 – ident: e_1_2_6_93_2 doi: 10.1021/nn401948e – ident: e_1_2_6_107_2 doi: 10.1021/jacs.6b08540 – ident: e_1_2_6_59_2 doi: 10.1021/acs.accounts.8b00026 – ident: e_1_2_6_88_2 doi: 10.1021/ja000072q – ident: e_1_2_6_84_2 doi: 10.1002/anie.201812283 – ident: e_1_2_6_32_2 doi: 10.1021/jacs.5b02794 |
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| Snippet | Incorporation of a five‐membered ring into a helicene framework disrupts aromatic conjugation and provides a site for selective deprotonation. The... Incorporation of a five-membered ring into a helicene framework disrupts aromatic conjugation and provides a site for selective deprotonation. The... |
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| StartPage | 1256 |
| SubjectTerms | Anions Aromaticity benzannulation Closures Conjugation Crystallization Crystallography cyclizations Dehydrogenation helicenes Perturbation reductive coupling Switches Time dependence |
| Title | Negative Charge as a Lens for Concentrating Antiaromaticity: Using a Pentagonal “Defect” and Helicene Strain for Cyclizations |
| URI | https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fanie.201911319 https://www.ncbi.nlm.nih.gov/pubmed/31715065 https://www.proquest.com/docview/2332038249 https://www.proquest.com/docview/2314254946 |
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