Substitution reactions occuring via the elimination-addition mechanism. Part I. The reactions of 1-chlorocyclopentene and 1-bromocyclobutene with phenyllithium. Part II. The coupling reaction of phenyllithium and cyclopropyl chloride and the action of strong bases on 1-bromoadamantane

Substitution reactions occuring via the elimination-addition mechanism. Part I. The reactions of 1-chlorocyclopentene and 1-bromocyclobutene with phenyllithium. Part II. The coupling reaction of phenyllithium and cyclopropyl chloride and the action of strong bases on 1-bromoadamantane

PART I: Phenyllithium and 1-chlorocyclopentene couple at 150° to give 1-phenylcyclopentene in 30% yield. The mechanism of this reaction was investigated by reacting phenyllithium and 1-chlorocyclopentene-1-14C under similar conditions. Extensive rearrangement of the 14C label occurred; 1 phenylcycl...

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Bibliographic Details
Main Author: Montgomery, Lawrence Kernan
Format: Others
Published: 1961
Online Access:https://thesis.library.caltech.edu/1407/1/Montgomery_lk_1961.pdf
Montgomery, Lawrence Kernan (1961) Substitution reactions occuring via the elimination-addition mechanism. Part I. The reactions of 1-chlorocyclopentene and 1-bromocyclobutene with phenyllithium. Part II. The coupling reaction of phenyllithium and cyclopropyl chloride and the action of strong bases on 1-bromoadamantane. Dissertation (Ph.D.), California Institute of Technology. doi:10.7907/5BGQ-MG47. https://resolver.caltech.edu/CaltechETD:etd-04182006-090002 <https://resolver.caltech.edu/CaltechETD:etd-04182006-090002>

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https://thesis.library.caltech.edu/1407/1/Montgomery_lk_1961.pdf
Montgomery, Lawrence Kernan (1961) Substitution reactions occuring via the elimination-addition mechanism. Part I. The reactions of 1-chlorocyclopentene and 1-bromocyclobutene with phenyllithium. Part II. The coupling reaction of phenyllithium and cyclopropyl chloride and the action of strong bases on 1-bromoadamantane. Dissertation (Ph.D.), California Institute of Technology. doi:10.7907/5BGQ-MG47. https://resolver.caltech.edu/CaltechETD:etd-04182006-090002 <https://resolver.caltech.edu/CaltechETD:etd-04182006-090002>

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