Vinylnorbornene:Preparation,Chemical Transformations,and Use in Organic Synthesis and Polymer Chemistry.Vinylnorbornene Synthesis and Isomerization to Ethylidenenorbornene(Review)

摘要

The last reviews devoted to the synthesis of 5-vinyl-2-norbornene and its isomerization to 5-eth-ylidene-2-norbornene were published in 1976-1977.The interest in the practical and theoretical aspects of this problem still does not wane,thus stimulating further investigations.A large number of patents and scientific articles have been published in the last 30 years and need to be summarized.This review elucidates the state of art of manufacture of 5-ethylidene-2-norbornene,the best third monomer for ethylene-propylene rubber.The results of new investigations concerning the manufacture of 5-vinyl-2-norbornene and its isomerization to 5-ethylidene-2-norbornene and vinylnortricyclene are considered.The most active base and coordination catalysts that have found application in industry are characterized.The mechanisms and stereochemistry of 5-vinyl-2-norbornene isomerization are discussed.