Exalted Resonance Effect in the Aryl-Assisted Solvolyses of 2-Aryl-2-(trifluoromethyl)ethylm-Nitrobenzenesulfonates

Autor:	Keiko Kato, Takaaki Horaguchi, Mutsuo Okamura, Mie Ohta, Atsuyoshi Ohno, Ken Hazama
Rok vydání:	1997
Předmět:	chemistry.chemical_compound Acetic acid Trifluoromethyl Aqueous solution chemistry Aryl Substituent Organic chemistry General Chemistry Solvolysis Resonance (chemistry) Medicinal chemistry Resonance effect
Zdroj:	Chemistry Letters. 26:973-974
ISSN:	1348-0715 0366-7022
DOI:	10.1246/cl.1997.973
Popis:	The substituent effects on solvolysis of 2-aryl-2-(trifluoromethyl)ethyl m-nitrobenzenesulfonates, in acetic acid and in 80% aqueous trifluoroethanol, were analyzed by Yukawa-Tsuno equation. The resonance demands (r = 0.77 in acetic acid) were larger than that of standard aryl-assisted solvolysis by 0.2. This enlargement should depend on a destabilization of aryl-assisted transition-state by an electron-withdrawing trifluoromethyl group.
Databáze:	OpenAIRE
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