著者

飯島 正 櫻井 忠光 久保 勘二 井上 廣保

出版者

公益社団法人 日本化学会

雑誌

日本化学会誌 (ISSN:03694577)

巻号頁・発行日

vol.1997, no.2, pp.163-166, 1997

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The reaction of N-acyl-o-aminophenol with 1-naphthoyl chloride in the presence of triethylamine gave N- (1-naphthoyl) -O-acyl derivative, while the same product was obtained from the reaction between N- (1-naphthoyl) -o-aminophenol and acyl chloride (RCOCl: R=CH<SUB>2</SUB>OEt, CH<SUB>2</SUB>OPh, or OCH<SUB>2</SUB>Ph). The hydrazinolysis of the product revealed that the equilibrium between acyl-exchanged iso mers lies almost completely in favor of N-(1-naphthoyl)-O-acyl-o-aminophenol. This interesting result was explained on the basis of the strong electron-donating ability of an oxygen atom incorporated into the substituent Ras well as of the electrostatic model of exchanged isomer pair.