Tetrahedron letters

Synthesis of novel cage quaternary salts via nucleophilic substitution of 1, 3-diiodobicyclo [1.1. 1] pentane. Further evidence for a stable 3-iodo-1-bicyclo [1.1. 1] pentyl …

JL Adcock, AA Gakh

文献索引：Adcock, James L.; Gakh, Andrei A. Tetrahedron Letters, 1992 , vol. 33, # 34 p. 4875 - 4878

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被引用次数: 8

摘要

Abstract Nucleophilic substitution of 1, 3-diiodobicyclo [1.1. 1] pentane by tertiary amines and pyridines was investigated. The structure of cage quaternary salts obtained together with the observation of the competitive addition of pyridine in the reaction of [1.1. 1] propellane with iodine indicate the existence of a relatively stable “hot intermediate” very close in its structure to a stabilized 3-iodo-1-bicyclo [1.1. 1] pentyl cation.