A Facile Synthesis of 1,1-Bis(silyl)ethenes
Symmetrical 1,1-bis(silyl)ethenes have been easily prepared via ruthenium complex-catalyzed silylative coupling cyclization of 1,2-bis(dimethylvinylsiloxy)ethane to give 2,2,4,4-tetramethyl-3-methylene-1,5-dioxa-2,4-disilacycloheptane with excellent selectivity and good yield, followed by its reacti...
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| Published in | Journal of organic chemistry Vol. 70; no. 1; pp. 370 - 372 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
07.01.2005
Amer Chemical Soc |
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| Abstract | Symmetrical 1,1-bis(silyl)ethenes have been easily prepared via ruthenium complex-catalyzed silylative coupling cyclization of 1,2-bis(dimethylvinylsiloxy)ethane to give 2,2,4,4-tetramethyl-3-methylene-1,5-dioxa-2,4-disilacycloheptane with excellent selectivity and good yield, followed by its reaction with Grignard reagents. The cyclic product can also be effectively transformed into cyclic carbosiloxane, 2,2,4,4,6,6,8,8-octamethyl-3,7-dimethylene-1,5-dioxa-2,4,6,8-tetrasilacyclooctane. |
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| AbstractList | Symmetrical 1,1-bis(silyl)ethenes have been easily prepared via ruthenium complex-catalyzed silylative coupling cyclization of 1,2-bis(dimethylvinylsiloxy)ethane to give 2,2,4,4-tetramethyl-3-methylene-1,5-dioxa-2,4-disilacycloheptane with excellent selectivity and good yield, followed by its reaction with Grignard reagents. The cyclic product can also be effectively transformed into cyclic carbosiloxane, 2,2,4,4,6,6,8,8-octamethyl-3,7-dimethylene-1,5-dioxa-2,4,6,8-tetrasilacyclooctane. |
| Author | Pawluc, Piotr Itami, Yujiro Gaczewska, Beata Marciniec, Bogdan Hreczycho, Grzegorz |
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| Cites_doi | 10.1021/ol034606e 10.1021/ma0217433 10.1021/ja016716r 10.1021/ja00254a032 10.1021/cr00075a009 10.1002/cber.19771100307 10.1002/(SICI)1521-3927(19990901)20:9<475::AID-MARC475>3.0.CO;2-S 10.1021/ja00224a025 10.1039/b109656g 10.1016/S0040-4039(00)01849-9 10.1039/a702722b 10.1246/cl.1990.1411 10.1016/S0040-4039(02)00259-9 10.1039/a800293b 10.1039/C39950002003 10.1039/P19940000257 10.1021/om990061+ 10.1246/cl.2001.956 10.1016/S0040-4039(97)00733-8 10.1039/cc9960000755 10.1021/om9703550 10.1039/p19810000969 10.1039/c39910000703 |
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| Keywords | OXIDATION GENERATION VINYLSILANES ACYLSILANES Catalytic reaction Silicon Organic compounds Organic siloxane Transition metal Complexes Complex catalyst Chemical coupling Organic synthesis Cyclization Ruthenium Complexes Platinoid Complexes Chemical reactivity Oxygen silicon heterocycle Seven membered ring |
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| Notes | istex:3840D250A4C34593EFA7E937407FCAE8C498AF0F Dedicated to Professor Mieczysław Ma̧kosza on the occasion of his 70th birthday in recognition of his significant contribution to organic chemistry. ark:/67375/TPS-9RP7SW9G-V ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
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| Snippet | Symmetrical 1,1-bis(silyl)ethenes have been easily prepared via ruthenium complex-catalyzed silylative coupling cyclization of... |
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| SubjectTerms | Chemistry Chemistry, Organic Exact sciences and technology Organic chemistry Organometalloidal and organometallic compounds Physical Sciences Preparations and properties Science & Technology Si derivatives |
| Title | A Facile Synthesis of 1,1-Bis(silyl)ethenes |
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