Steric Hindrance as a Factor in the Alkylation of Ambident Anions: The Alkylation of Potassium 2, 6-Di-t-butylphenoxide1, 2

N Kornblum, R Seltzer

Index: Kornblum,N.; Seltzer,R. Journal of the American Chemical Society, 1961 , vol. 83, p. 3668 - 3671

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Citation Number: 38

Abstract

Recently, Newman, Fukunaga and Miwa have reported that the anion of diisopropylacetonitrile, on alkylation with isopropyl iodide, yields moderate amounts of ketenimine and that in the case of t-butylisopropylacetonitrile only ketenimine is obtaineds; they emphasized the importance of steric factors in controlling the ratio of carbon to nitrogen alkylation of nitriles. Still more recently, Rabjohn and Stappg have obtained ketenimines ...