Tetrahedron Letters

The effect of acyl substituents on the α-effect: contrasting α-effect profiles for reactions of 4-nitrophenyl substituted benzoates with neutral and anionic nucleophiles

IH Um, HJ Han, EK Chung

Index: Um, Ik-Hwan; Han, Hyun-Joo; Chung, Eun-Kyung Tetrahedron Letters, 2001 , vol. 42, # 45 p. 8051 - 8053

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Citation Number: 4

Abstract

The magnitude of the α-effect for reactions of 4-nitrophenyl substituted benzoates with a pair of anionic nucleophiles is independent of the electronic nature of the acyl substituent, while the one for the corresponding reactions with a pair of neutral nucleophiles increases as the acyl substituent changes from a strong electron withdrawing substituent to electron donating ones.

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