Simplified method of ascertaining steric effects in electrophilic addition reactions. A comparison of bromination, oxymercuration, and hydroboration

…, PJ Cooper, R Soundararajan

文献索引：Nelson, Donna J.; Cooper, Penny J.; Soundararajan, Raman Journal of the American Chemical Society, 1989 , vol. 111, # 4 p. 1414 - 1418

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被引用次数: 39

摘要

Abstract: Correlations of ionization potentials (IP's) versus relative reactivities of a variety of alkenes toward bromination, oxymercuration, and hydroboration show very good (r= 0.83) to excellent (r= 0.98) agreement. The use of alkenes having a broad range of steric requirements and electronic effects reveals that bromination is independent of steric effects while oxymercuration and hydroboration each exhibit a natural separation into sterically ...