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NAOSITE : Nagasaki University's Academic Output SITE > 060 工学部・工学研究科 > 060 紀要 > 長崎大学工学部研究報告 > 第14号 >

A Bifunctional Catalysis of Ester Hydrolysis as Promoted by Cooperation of Functional Macrocycle and Functional Detergent


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タイトル: A Bifunctional Catalysis of Ester Hydrolysis as Promoted by Cooperation of Functional Macrocycle and Functional Detergent
著者: Sunamoto, Junzo / Kondo, Hiroki / Okamoto, Hiroshi / Terada, Osamu
発行日: 1980年 2月
出版者: 長崎大学工学部 / Faculty of Engineering, Nagasaki University
引用: 長崎大学工学部研究報告, (14), pp.103-109; 1980
抄録: Hydrolytic decomposition of p-nitrophenyl hexadecanoate (PNPP) was drastically accelerated by a cooperative action of 10-hydroxy-11-hydroxyimino[20]- paracyclophane (Oxime-I) and hexadecyl (imidazol-4-ylmethyl)-dimethylammonium chloride hydroperchlorate (Im-I) at 25℃ in the moderately alkaline region. The pH-rate profile for this reaction as well as those for individual catalysts (Oxime-I and Im-I) reveals that the cooperation of anionic imidazole moiety of Im-I and free form of Oxime-I was responsible for the observed rate enhancement. Time-dependent uv-spectral change of the reaction system suggests that the initial acylation of imidazole by the substrate is followed by the deacylation with Oxime-I. The overall reaction is, hence, an acyl group transfer from the substrate to Oxime-I via Im-I. Through detailed kinetic studies, the high efficiency of this bifunctional catalysis was attributed to a nucleophilic-general acid catalysis by anionic imidazole group of Im-I and free hydroxyimino moiety of Oxime-I, which occurs in the ternary complex consisting of the substrate, Im-I, and Oxime-I.
URI: http://hdl.handle.net/10069/23973
ISSN: 02860902
資料タイプ: Departmental Bulletin Paper
原稿種類: publisher
出現コレクション:第14号

引用URI : http://hdl.handle.net/10069/23973

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