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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

✍ Scribed by Ik-Hwan Um; Hyun-Joo Han; Eun-Kyung Chung

Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 80 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)01719-1

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✦ Synopsis

The magnitude of the a-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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