Published September 1, 1960
| public
Journal Article
Evidence for Cyclopentyne as a Reaction Intermediate in the Coupling of Phenyllithium with 1-Chlorocyclopentene
- Creators
- Roberts, John D.
Abstract
Evidence has been presented previously for the intervention of benzyne and cyclohexyne as intermediates in nucleophilic substitution reactions of phenyl and cyclohexenyl halides, respectively. In studies designed to determine the minimum ring size for operation of the elimination-addition mechanism, we have now found that an entity with the symmetry properties of cyclopentyne must be involved in the formation of 1-phenylcyclopentene from 1-chlorocyclopentene-1-^(14)C and phenyllithium.
Additional Information
© 1960 American Chemical Society. Received July 20, 1960. Supported in part by the Petroleum Research Fund of the American Chemical Society. Grateful acknowledgment is hereby made to the Donors of this Fund.Additional details
- Eprint ID
- 61317
- DOI
- 10.1021/ja01502a081
- Resolver ID
- CaltechAUTHORS:20151020-095616175
- American Chemical Society Petroleum Research Fund
- Created
-
2015-10-20Created from EPrint's datestamp field
- Updated
-
2021-11-10Created from EPrint's last_modified field
- Other Numbering System Name
- Caltech Gates and Crellin Laboratories of Chemistry
- Other Numbering System Identifier
- 2605