The Cyclopentyl Group, As a Small but Bulky Terminal Group, Allows Rapid and Efficient Active Transport
Secondary ammonium salts bearing a cyclopentyl terminal group rapidly formed pseudorotaxane with 1.5 equiv of DB24C8. Acylation of the pseudorotaxane with 50 equiv of benzoyl chloride in the presence of 50 equiv of triethylamine in toluene afforded rotaxane, the product of active transport, in 95% y...
Saved in:
| Published in | Organic letters Vol. 17; no. 1; pp. 138 - 141 |
|---|---|
| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
02.01.2015
Amer Chemical Soc |
| Subjects | |
| Online Access | Get full text |
Cover
Loading…
| Abstract | Secondary ammonium salts bearing a cyclopentyl terminal group rapidly formed pseudorotaxane with 1.5 equiv of DB24C8. Acylation of the pseudorotaxane with 50 equiv of benzoyl chloride in the presence of 50 equiv of triethylamine in toluene afforded rotaxane, the product of active transport, in 95% yield. The cyclopentyl group is small enough to allow rapid formation of pseudorotaxane, and bulky enough to facilitate the quantitative active transport by steric repulsion. |
|---|---|
| AbstractList | Secondary ammonium salts bearing a cyclopentyl terminal group rapidly formed pseudorotaxane with 1.5 equiv of DB24C8. Acylation of the pseudorotaxane with 50 equiv of benzoyl chloride in the presence of 50 equiv of triethylamine in toluene afforded rotaxane, the product of active transport, in 95% yield. The cyclopentyl group is small enough to allow rapid formation of pseudorotaxane, and bulky enough to facilitate the quantitative active transport by steric repulsion. |
| Author | Makita, Yoshimasa Kihara, Nobuhiro Nishiyama, Junya |
| AuthorAffiliation | Department of Chemistry, Faculty of Science Department of Chemistry Kanagawa University Osaka Dental University |
| AuthorAffiliation_xml | – name: Department of Chemistry – name: Kanagawa University – name: Department of Chemistry, Faculty of Science – name: Osaka Dental University |
| Author_xml | – sequence: 1 givenname: Junya surname: Nishiyama fullname: Nishiyama, Junya – sequence: 2 givenname: Yoshimasa surname: Makita fullname: Makita, Yoshimasa – sequence: 3 givenname: Nobuhiro surname: Kihara fullname: Kihara, Nobuhiro email: kihara@kanagawa-u.ac.jp |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/25513837$$D View this record in MEDLINE/PubMed |
| BookMark | eNqN0c1u1DAUBWALtaI_sOAFkDdIVDBwbxw7yXKISqlUqRIM68ixHXBx7GA7VPP2zWjKsGHRla-s7x5Zx2fkyAdvCHmF8AGhwI_BcWBYiuYZOUVesFUFvDg6zAJOyFlKdwC43DTPyUnBObKaVafkx-anoe1WuTAZn7eOXsUwT-_pOlFJv43SOdrPmX6a3a8t3Zg4Wi__IefCfaJf5WQ1lV7Ty2Gwyi5BdK2y_WPoJkqfphDzC3I8SJfMy8fznHz_fLlpv6xubq-u2_XNSrIa86ooBUo0xigQnDWl6HkJhUBEKZsaKtUMvOSSCwVS97rpdc80YFMAam14zc7J233uFMPv2aTcjTYp45z0JsypQ1FizStR8oVe7KmKIaVohm6KdpRx2yF0u167Q6-Lff0YO_ej0Qf5t8gF1Htwb_owpF0JyhwYALCy4iCK3SRam2W2wbdh9nlZfff01UW_2WupUncX5rj8R_rPix8AdhufeQ |
| CitedBy_id | crossref_primary_10_1016_j_tetlet_2015_01_169 crossref_primary_10_1002_chem_202301582 crossref_primary_10_1016_j_indcrop_2017_11_051 crossref_primary_10_1246_cl_150708 crossref_primary_10_1002_cphc_201501155 crossref_primary_10_1002_asia_201700493 crossref_primary_10_1021_acsnano_5b03809 crossref_primary_10_1002_ajoc_201500248 |
| Cites_doi | 10.1021/ar500022f 10.1021/cm401999f 10.1002/9783527634408 10.1126/science.1117090 10.1007/b105501 10.1002/anie.200504313 10.1002/anie.201200555 10.1021/jo0601563 10.1039/b607187b 10.1021/ol048135n 10.1039/b003769i 10.1021/jo8013726 10.1007/978-3-319-08678-1 10.1039/c1sm06832f 10.1016/S0040-4039(01)94792-6 10.1021/ja9731276 10.1126/science.288.5463.88 10.1039/C1SM06832F 10.1038/368113a0 10.1002/(SICI)1521-3773(19980918)37:17<2308::AID-ANIE2308>3.0.CO;2-W 10.1002/(SICI)1521-3773(19980918)37:17<2296::AID-ANIE2296>3.0.CO;2-W 10.1021/ja00371a027 10.1039/B607187B 10.1246/cl.2001.774 10.1038/43639 10.1002/chem.19960020616 |
| ContentType | Journal Article |
| Copyright | Copyright © 2014 American Chemical
Society |
| Copyright_xml | – notice: Copyright © 2014 American Chemical Society |
| DBID | 1KM BLEPL DTL GVOUP CGR CUY CVF ECM EIF NPM AAYXX CITATION 7X8 |
| DOI | 10.1021/ol5031469 |
| DatabaseName | Index Chemicus Web of Science Core Collection Science Citation Index Expanded Web of Science - Science Citation Index Expanded - 2015 Medline MEDLINE MEDLINE (Ovid) MEDLINE MEDLINE PubMed CrossRef MEDLINE - Academic |
| DatabaseTitle | Web of Science MEDLINE Medline Complete MEDLINE with Full Text PubMed MEDLINE (Ovid) CrossRef MEDLINE - Academic |
| DatabaseTitleList | MEDLINE - Academic Web of Science MEDLINE |
| Database_xml | – sequence: 1 dbid: NPM name: PubMed url: https://proxy.k.utb.cz/login?url=http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed sourceTypes: Index Database – sequence: 2 dbid: 1KM name: Index Chemicus url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.IC sourceTypes: Enrichment Source Index Database |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Chemistry |
| EISSN | 1523-7052 |
| EndPage | 141 |
| ExternalDocumentID | 10_1021_ol5031469 25513837 000347506200036 c165626731 |
| Genre | Research Support, Non-U.S. Gov't Journal Article |
| GrantInformation_xml | – fundername: Kanagawa University |
| GroupedDBID | - .K2 123 4.4 53G 55A 5VS 7~N AABXI ABFLS ABMVS ABPTK ABUCX ACGFS ACS AEESW AENEX AFEFF ALMA_UNASSIGNED_HOLDINGS AQSVZ BAANH CS3 DU5 DZ EBS ED ED~ F5P GNL IH9 IHE JG JG~ K2 LG6 P2P RNS ROL TN5 UI2 VF5 VG9 W1F X YNT --- -DZ -~X 1KM 6P2 AAHBH ABJNI ABQRX ADHLV AHGAQ BLEPL CUPRZ DTL GGK GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED CGR CUY CVF ECM EIF NPM AAYXX CITATION 7X8 |
| ID | FETCH-LOGICAL-a381t-2461a1eeec0653946b54026111aa9807c9f545a56c0adbd9bdb3d019201dde583 |
| IEDL.DBID | ACS |
| ISICitedReferencesCount | 9 |
| ISICitedReferencesURI | https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000347506200036 |
| ISSN | 1523-7060 |
| IngestDate | Sat Aug 17 02:32:56 EDT 2024 Fri Aug 23 01:50:47 EDT 2024 Sat Sep 28 07:56:10 EDT 2024 Tue Aug 27 15:29:51 EDT 2024 Fri Nov 08 20:08:59 EST 2024 Thu Aug 27 13:42:49 EDT 2020 |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 1 |
| Keywords | PSEUDOROTAXANE ACYLATION DRIVEN |
| Language | English |
| LinkModel | DirectLink |
| LogoURL | https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg |
| MergedId | FETCHMERGED-LOGICAL-a381t-2461a1eeec0653946b54026111aa9807c9f545a56c0adbd9bdb3d019201dde583 |
| Notes | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
| ORCID | 0000-0003-4732-8145 0000-0001-8493-7260 |
| PMID | 25513837 |
| PQID | 1641857645 |
| PQPubID | 23479 |
| PageCount | 4 |
| ParticipantIDs | pubmed_primary_25513837 crossref_primary_10_1021_ol5031469 webofscience_primary_000347506200036CitationCount acs_journals_10_1021_ol5031469 proquest_miscellaneous_1641857645 webofscience_primary_000347506200036 |
| ProviderPackageCode | JG~ 55A AABXI GNL VF5 7~N VG9 W1F ACS AEESW AFEFF .K2 ABMVS ABUCX IH9 BAANH AQSVZ ED~ UI2 |
| PublicationCentury | 2000 |
| PublicationDate | 2015-01-02 |
| PublicationDateYYYYMMDD | 2015-01-02 |
| PublicationDate_xml | – month: 01 year: 2015 text: 2015-01-02 day: 02 |
| PublicationDecade | 2010 |
| PublicationPlace | WASHINGTON |
| PublicationPlace_xml | – name: WASHINGTON – name: United States |
| PublicationTitle | Organic letters |
| PublicationTitleAbbrev | ORG LETT |
| PublicationTitleAlternate | Org. Lett |
| PublicationYear | 2015 |
| Publisher | American Chemical Society Amer Chemical Soc |
| Publisher_xml | – name: American Chemical Society – name: Amer Chemical Soc |
| References | Fletcher, SP (WOS:000232477000040) 2005; 310 Kelly, TR (WOS:000082458800049) 1999; 401 Tachibana, Y (WOS:000238665500004) 2006; 71 FINER, JT (WOS:A1994NA03000055) 1994; 368 Ariga, K (WOS:000330416900043) 2014; 26 Boyer, PD (WOS:000076192000003) 1998; 37 SHINKAI, S (WOS:A1982NK24500027) 1982; 104 Cantrill, SJ (WOS:000165330400002) 2000 (WOS:000339055100022) 2011 Yang, YW (WOS:000339227100004) 2014; 47 Makita, Y (WOS:000261316100007) 2008; 73 Kay, ER (WOS:000243183400008) 2007; 46 Baroncini, M (WOS:000303001000045) 2012; 51 Ashton, PR (WOS:000072624500011) 1998; 120 YAMAZAKI, N (WOS:A1978FE50500020) 1978 Saha, S (WOS:000243689200020) 2007; 36 (WOS:000236039000007) 2005; 262 Vale, RD (WOS:000086387700040) 2000; 288 (WOS:000356816100011) 2014; 354 Ashton, PR (WOS:A1996UU21600013) 1996; 2 Sohgawa, YH (WOS:000170504800016) 2001 Tachibana, Y (WOS:000225280200029) 2004; 6 Ariga, K (WOS:000297561400002) 2012; 8 Walker, JE (WOS:000076192000004) 1998; 37 Kay E. R. (ref2/cit2d) 2007; 46 Cantrill S. J. (ref9/cit9c) 2000 Makita Y. (ref6/cit6) 2008; 73 Feringa B. L. (ref2/cit2b) 2011 Shinkai S. (ref1/cit1a) 1982; 104 Ashton P. R. (ref9/cit9b) 1996; 2 Saha S. (ref3/cit3b) 2007; 36 Baroncini M. (ref3/cit3c) 2012; 51 Credi A. (ref2/cit2c) 2014 Yamazaki N. (ref1/cit1b) 1978; 19 Walker J. E. (ref4/cit4b) 1998; 37 Tachibana Y. (ref7/cit7c) 2004; 6 Vale R. D. (ref4/cit4d) 2000; 288 Fletcher S. P. (ref5/cit5a) 2005; 310 Ashton P. R. (ref7/cit7a) 1998; 120 Boyer P. D. (ref4/cit4a) 1998; 37 Ariga K. (ref2/cit2e) 2014; 26 Finer J. T. (ref4/cit4c) 1994; 368 Kay E. R. (ref3/cit3a) 2007; 46 Yang Y.-W. (ref2/cit2f) 2014; 47 Kelly T. R. (ref2/cit2a) 2005 Ariga K. (ref2/cit2g) 2012; 8 Sohgawa Y. (ref7/cit7b) 2001 Kelly T. R. (ref5/cit5b) 1999; 401 Tachibana Y. (ref9/cit9a) 2006; 71 |
| References_xml | – volume: 47 start-page: 1950 year: 2014 ident: WOS:000339227100004 article-title: Switchable Host-Guest Systems on Surfaces publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/ar500022f contributor: fullname: Yang, YW – volume: 26 start-page: 519 year: 2014 ident: WOS:000330416900043 article-title: Bridging the Difference to the Billionth-of-a-Meter Length Scale: How to Operate Nanoscopic Machines and Nanomaterials by Using Macroscopic Actions publication-title: CHEMISTRY OF MATERIALS doi: 10.1021/cm401999f contributor: fullname: Ariga, K – start-page: 1 year: 2011 ident: WOS:000339055100022 article-title: Molecular Switches, Vol 1, 2nd Edition publication-title: MOLECULAR SWITCHES, VOL 1, 2ND EDITION doi: 10.1002/9783527634408 – volume: 310 start-page: 80 year: 2005 ident: WOS:000232477000040 article-title: A reversible, unidirectional molecular rotary motor driven by chemical energy publication-title: SCIENCE doi: 10.1126/science.1117090 contributor: fullname: Fletcher, SP – volume: 37 start-page: 2309 year: 1998 ident: WOS:000076192000004 article-title: ATP synthesis by rotary catalysis (Nobel Lecture) publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION contributor: fullname: Walker, JE – volume: 401 start-page: 150 year: 1999 ident: WOS:000082458800049 article-title: Unidirectional rotary motion in a molecular system publication-title: NATURE contributor: fullname: Kelly, TR – volume: 2 start-page: 709 year: 1996 ident: WOS:A1996UU21600013 article-title: Pseudorotaxanes formed between secondary dialkylammonium salts and crown ethers publication-title: CHEMISTRY-A EUROPEAN JOURNAL contributor: fullname: Ashton, PR – volume: 262 start-page: 1 year: 2005 ident: WOS:000236039000007 article-title: Molecular Machines publication-title: MOLECULAR MACHINES doi: 10.1007/b105501 – volume: 288 start-page: 88 year: 2000 ident: WOS:000086387700040 article-title: The way things move: Looking under the hood of molecular motor proteins publication-title: SCIENCE contributor: fullname: Vale, RD – volume: 46 start-page: 72 year: 2007 ident: WOS:000243183400008 article-title: Synthetic molecular motors and mechanical machines publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200504313 contributor: fullname: Kay, ER – volume: 51 start-page: 4223 year: 2012 ident: WOS:000303001000045 article-title: Photoactivated Directionally Controlled Transit of a Non-Symmetric Molecular Axle Through a Macrocycle publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201200555 contributor: fullname: Baroncini, M – volume: 368 start-page: 113 year: 1994 ident: WOS:A1994NA03000055 article-title: SINGLE MYOSIN MOLECULE MECHANICS - PICONEWTON FORCES AND NANOMETER STEPS publication-title: NATURE contributor: fullname: FINER, JT – volume: 71 start-page: 5093 year: 2006 ident: WOS:000238665500004 article-title: Sequential O- and N-acylation protocol for high-yield preparation and modification of rotaxanes: Synthesis, functionalization, structure, and intercomponent interaction of rotaxanes publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo0601563 contributor: fullname: Tachibana, Y – volume: 36 start-page: 77 year: 2007 ident: WOS:000243689200020 article-title: Photo-driven molecular devices publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/b607187b contributor: fullname: Saha, S – volume: 120 start-page: 2297 year: 1998 ident: WOS:000072624500011 article-title: Rotaxane or pseudorotaxane? That is the question! publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: Ashton, PR – volume: 37 start-page: 2297 year: 1998 ident: WOS:000076192000003 article-title: Energy, life, and ATP (Nobel Lecture) publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION contributor: fullname: Boyer, PD – volume: 6 start-page: 4507 year: 2004 ident: WOS:000225280200029 article-title: Is the tert-butyl group bulky enough to end-cap a pseudorotaxane with a 24-crown-8-ether wheel? publication-title: ORGANIC LETTERS doi: 10.1021/ol048135n contributor: fullname: Tachibana, Y – start-page: 3715 year: 2000 ident: WOS:000165330400002 article-title: A molecular meccano kit publication-title: JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS doi: 10.1039/b003769i contributor: fullname: Cantrill, SJ – volume: 73 start-page: 9245 year: 2008 ident: WOS:000261316100007 article-title: Quantitative Active Transport in [2]Rotaxane Using a One-Shot Acylation Reaction toward the Linear Molecular Motor publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo8013726 contributor: fullname: Makita, Y – start-page: 774 year: 2001 ident: WOS:000170504800016 article-title: Polyslipping: A new approach to polyrotaxane-like assemblies publication-title: CHEMISTRY LETTERS contributor: fullname: Sohgawa, YH – volume: 354 start-page: 1 year: 2014 ident: WOS:000356816100011 article-title: Molecular Machines and Motors: Recent Advances and Perspectives publication-title: MOLECULAR MACHINES AND MOTORS: RECENT ADVANCES AND PERSPECTIVES doi: 10.1007/978-3-319-08678-1 – volume: 8 start-page: 15 year: 2012 ident: WOS:000297561400002 article-title: Evolution of molecular machines: from solution to soft matter interface publication-title: SOFT MATTER doi: 10.1039/c1sm06832f contributor: fullname: Ariga, K – volume: 104 start-page: 1960 year: 1982 ident: WOS:A1982NK24500027 article-title: PHOTORESPONSIVE CROWN ETHERS .4. INFLUENCE OF ALKALI-METAL CATIONS ON PHOTO-ISOMERIZATION AND THERMAL-ISOMERIZATION OF AZOBIS(BENZOCROWN ETHER)S publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: SHINKAI, S – start-page: 2429 year: 1978 ident: WOS:A1978FE50500020 article-title: SELECTIVE ALKALI-METAL ION-TRANSPORT WITH SYNTHETIC IONOPHORES publication-title: TETRAHEDRON LETTERS contributor: fullname: YAMAZAKI, N – volume: 19 start-page: 2429 year: 1978 ident: ref1/cit1b publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(01)94792-6 contributor: fullname: Yamazaki N. – volume: 120 start-page: 2297 year: 1998 ident: ref7/cit7a publication-title: J. Am. Chem. Soc. doi: 10.1021/ja9731276 contributor: fullname: Ashton P. R. – volume-title: Molecular Machines and Motors year: 2014 ident: ref2/cit2c doi: 10.1007/978-3-319-08678-1 contributor: fullname: Credi A. – volume: 73 start-page: 9245 year: 2008 ident: ref6/cit6 publication-title: J. Org. Chem. doi: 10.1021/jo8013726 contributor: fullname: Makita Y. – volume: 71 start-page: 5093 year: 2006 ident: ref9/cit9a publication-title: J. Org. Chem. doi: 10.1021/jo0601563 contributor: fullname: Tachibana Y. – volume: 288 start-page: 88 year: 2000 ident: ref4/cit4d publication-title: Science doi: 10.1126/science.288.5463.88 contributor: fullname: Vale R. D. – start-page: 3715 year: 2000 ident: ref9/cit9c publication-title: J. Chem. Soc., Dalton Trans. doi: 10.1039/b003769i contributor: fullname: Cantrill S. J. – volume: 8 start-page: 15 year: 2012 ident: ref2/cit2g publication-title: Soft Mater. doi: 10.1039/C1SM06832F contributor: fullname: Ariga K. – volume: 47 start-page: 1950 year: 2014 ident: ref2/cit2f publication-title: Acc. Chem. Res. doi: 10.1021/ar500022f contributor: fullname: Yang Y.-W. – volume: 368 start-page: 113 year: 1994 ident: ref4/cit4c publication-title: Nature doi: 10.1038/368113a0 contributor: fullname: Finer J. T. – volume: 37 start-page: 2308 year: 1998 ident: ref4/cit4b publication-title: Angew. Chem., Int. Ed. doi: 10.1002/(SICI)1521-3773(19980918)37:17<2308::AID-ANIE2308>3.0.CO;2-W contributor: fullname: Walker J. E. – volume: 37 start-page: 2296 year: 1998 ident: ref4/cit4a publication-title: Angew. Chem., Int. Ed. doi: 10.1002/(SICI)1521-3773(19980918)37:17<2296::AID-ANIE2296>3.0.CO;2-W contributor: fullname: Boyer P. D. – volume: 104 start-page: 1960 year: 1982 ident: ref1/cit1a publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00371a027 contributor: fullname: Shinkai S. – volume: 36 start-page: 77 year: 2007 ident: ref3/cit3b publication-title: Chem. Soc. Rev. doi: 10.1039/B607187B contributor: fullname: Saha S. – start-page: 774 year: 2001 ident: ref7/cit7b publication-title: Chem. Lett. doi: 10.1246/cl.2001.774 contributor: fullname: Sohgawa Y. – volume-title: Molecular Switches year: 2011 ident: ref2/cit2b doi: 10.1002/9783527634408 contributor: fullname: Feringa B. L. – volume: 46 start-page: 72 year: 2007 ident: ref2/cit2d publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.200504313 contributor: fullname: Kay E. R. – volume: 310 start-page: 80 year: 2005 ident: ref5/cit5a publication-title: Science doi: 10.1126/science.1117090 contributor: fullname: Fletcher S. P. – volume: 6 start-page: 4507 year: 2004 ident: ref7/cit7c publication-title: Org. Lett. doi: 10.1021/ol048135n contributor: fullname: Tachibana Y. – volume: 401 start-page: 150 year: 1999 ident: ref5/cit5b publication-title: Nature doi: 10.1038/43639 contributor: fullname: Kelly T. R. – volume: 26 start-page: 519 year: 2014 ident: ref2/cit2e publication-title: Chem. Mater. doi: 10.1021/cm401999f contributor: fullname: Ariga K. – volume: 46 start-page: 72 year: 2007 ident: ref3/cit3a publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.200504313 contributor: fullname: Kay E. R. – volume: 51 start-page: 4223 year: 2012 ident: ref3/cit3c publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201200555 contributor: fullname: Baroncini M. – volume: 2 start-page: 709 year: 1996 ident: ref9/cit9b publication-title: Chem.—Eur. J. doi: 10.1002/chem.19960020616 contributor: fullname: Ashton P. R. – volume-title: Molecular Machines year: 2005 ident: ref2/cit2a doi: 10.1007/b105501 contributor: fullname: Kelly T. R. |
| SSID | ssj0011529 |
| Score | 2.2383087 |
| Snippet | Secondary ammonium salts bearing a cyclopentyl terminal group rapidly formed pseudorotaxane with 1.5 equiv of DB24C8. Acylation of the pseudorotaxane with 50... |
| Source | Web of Science |
| SourceID | proquest crossref pubmed webofscience acs |
| SourceType | Aggregation Database Index Database Enrichment Source Publisher |
| StartPage | 138 |
| SubjectTerms | Acylation Biological Transport, Active Chemistry Chemistry, Organic Cyclopentanes - chemical synthesis Cyclopentanes - chemistry Magnetic Resonance Spectroscopy Molecular Structure Physical Sciences Rotaxanes - chemical synthesis Rotaxanes - chemistry Science & Technology |
| Title | The Cyclopentyl Group, As a Small but Bulky Terminal Group, Allows Rapid and Efficient Active Transport |
| URI | http://dx.doi.org/10.1021/ol5031469 http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000347506200036 https://www.ncbi.nlm.nih.gov/pubmed/25513837 https://search.proquest.com/docview/1641857645 |
| Volume | 17 |
| WOS | 000347506200036 |
| WOSCitedRecordID | wos000347506200036 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjZ1JT4QwFMdfRj3oxX3BLXU5ik4LlOE4ohNjogeXxBtpCxgzyBgHYsZP72sZUON6pjRpX9v3b1_7ewD7fsp1-nJmO8pr266OHgYs1WREB6el4r5jIvgXl_zs1j2_8-5asPdDBJ_Ro0HmacQ6DyZgivk4KbT-Ca-bUAE6oMBAUZljaxRMjQ_6-Kt2PWr42fV80ZPfuh7jZnpzcFI_1qlul_QPy0Ieqtev7MbfWjAPs2OZSbrVuFiAVpIvwnRYZ3dbgnscHyQcqUynzypGGTGHUAekOySCXD-KLCOyLMhxmfVH5Ka6MfNeKMsGL0NyJZ4eYiLymJwaEAVWRLpm_SQNM30ZbnunN-GZPU66YAt03oWt-XKCJkmiDLXW5RI1HW6zKBUi6LR9FaQouoTHVVvEMg5kLJ1Y68Q2xZXS6zgrMJkP8mQNCO3ElCvJU1dDv1wpfc3-oU4ipEDlkFqwjVaJxpNmGJl4OKNR018W7NYGi54q-MZ3hXZqU0bYhzreIfJkUGJ9XJN5fO56FqxWNm6qYTqxDW7OLdj_aPTmuwH3oJrizCB7LKD_KRaOueqaJ1Cs_9W8DZjBXvPMgQ7bhMniuUy2UOIUctsM8TfgEu88 |
| link.rule.ids | 315,783,787,2772,27088,27936,27937,57066,57116 |
| linkProvider | American Chemical Society |
| linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjZ3LT9wwEIdHFA70QqEvUmDrIo4NrPNwNsclWrSUxwEWiVtkO0mFCFnUJKqWv54ZJxueEpzjWLbH9vyccb4B2AkyQenLHdvVft_2KHoYOhmREV1clloErongn5yK8YX359K_bDE59C8MNqLEmkoTxH-gC_C9ae4TaV2EH2DJD9BRkgyKzruIAfqh0LBRHdcmIsycIvT4VfJAunzqgV7Iylc9kPE2B5-atEWmneaSyfVuXaldffcM4fi-jqzCSis62bCZJWuwkBafYTma53r7An9xtrBopnNKplXNcmY-Sf1mw5JJdn4j85ypumL7dX49Y5Pm_sxDoTyf_i_Zmby9SpgsEjYyWAqsiA3Nbso6gvpXuDgYTaKx3aZgsCW68som2pzkaZpqw7D1hEKFh4cuzqUMB_1AhxlKMOkL3ZeJSkKVKDch1djnuG_6A_cbLBbTIl0HxgcJF1qJzCMEmKdUQCQg7qZSSdQRmQU9HK64XUJlbKLjDo-78bJge263-LZBcbxW6NfcojGOIUU_ZJFOa6xPEKcnEJ5vwffG1F01DqW5waO6BTuPbd89Nxgf1FbCMQAfC_h7ikUtZZ3oAtWPt7r3E5bHk5Pj-Pjw9GgDPuII-uZTj7MJi9W_Ot1C8VOpnpn192eg96E |
| linkToPdf | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjZ1ZT9wwEIBHHFLpS7nbtAVMxSOBdQ5n87ikrLhbcUi8RbaTIETIrppE1fbXd8abDacEz3FG9oztGWecbwC2gkxQ-XLHdrXfsT3KHoZORmREF5elFoFrMvinZ-Lgyju69q-bgyL9C4OdKFFSaZL4tKqHSdYQBvjuIPeJti7CaZj1A27Ssr3oos0aoC8KDR_VcW2iwkxIQo9fJS-ky6de6EVo-aoXMh6nPw-_2r6aiyZ3O3WldvS_ZxjH9w9mAT41wSfrjWfLIkylxRLMRZOab8twg7OGRSOdU1GtapQz82lqm_VKJtnFvcxzpuqK7dX53Yhdju_RPDTK88Hfkp3L4W3CZJGwfYOnQEGsZ3ZV1pLUV-Cqv38ZHdhNKQZbokuvbKLOSZ6mqTYsW08ojPTw8MW5lGG3E-gww1BM-kJ3ZKKSUCXKTSh67HDcP_2uuwozxaBIvwDj3YQLrUTmEQrMUyogIhB3U6kkxhOZBeuosrhZSmVssuQOj1t9WfBjYrt4OEZyvNZoc2LVGHVIWRBZpIMa5Qni9QTC8y34PDZ3K8ahcjd4ZLdg67H92-cG54MxlnAMyMcC_p5mUUNbJ8pA9fWt4W3Ah98_-_HJ4dnxN_iICvTNFx_nO8xUf-p0DWOgSq2bif8fibD6Gw |
| openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=The+Cyclopentyl+Group%2C+As+a+Small+but+Bulky+Terminal+Group%2C+Allows+Rapid+and+Efficient+Active+Transport&rft.jtitle=Organic+letters&rft.au=Nishiyama%2C+Junya&rft.au=Makita%2C+Yoshimasa&rft.au=Kihara%2C+Nobuhiro&rft.date=2015-01-02&rft.issn=1523-7060&rft.eissn=1523-7052&rft.volume=17&rft.issue=1&rft.spage=138&rft.epage=141&rft_id=info:doi/10.1021%2Fol5031469&rft.externalDBID=n%2Fa&rft.externalDocID=10_1021_ol5031469 |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1523-7060&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1523-7060&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1523-7060&client=summon |