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Development of Fluorous Lewis Acid-Catalyzed Reactions
The Noguchi Institute, Itabashi-ku, Tokyo 173-0003, Japan
Asahi Kasei Corporation, Fuji, Shizuoka 416-8501, Japan
* Author to whom correspondence should be addressed.
Received: 5 July 2006; in revised form: 26 July 2006 / Accepted: 26 July 2006 / Published: 23 August 2006
Abstract: Organic synthetic methodology in the 21st century aims to conform to the principles of green sustainable chemistry (GSC) and we may expect that in the future, the realization of GSC will be an important objective for chemical industries. An important aim of synthetic organic chemistry is to implement waste-free and environmentally-benign industrial processes using Lewis acids as versatile as aluminum choride. A key technological objective of our work in this area has been to achieve a “catalyst recycling system that utilizes the high activity and structural features of fluorous Lewis acid catalysts”. Thus, we have developed a series of novel fluorous Lewis acid catalysts, namely the ytterbium(III), scandium(III), tin(IV) or hafnium(IV) bis(perfluoroalkanesulfonyl)amides or tris(perfluoro- alkanesulfonyl)methides. Our catalysts are recyclable and effective for acylations of alcohols and aromatics, Baeyer-Villiger reactions, direct esterifications and transesterifications in a fluorous biphasic system (FBS), in supercritical carbon dioxide and on fluorous silica gel supports.
Keywords: Fluorous chemistry; Lewis acid; sulfonimide; biphasic system; aqueous reaction.
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MDPI and ACS Style
Yoshida, A.; Hao, X.; Yamazaki, O.; Nishikido, J. Development of Fluorous Lewis Acid-Catalyzed Reactions. Molecules 2006, 11, 627-640.
Yoshida A, Hao X, Yamazaki O, Nishikido J. Development of Fluorous Lewis Acid-Catalyzed Reactions. Molecules. 2006; 11(8):627-640.
Yoshida, Akihiro; Hao, Xiuhua; Yamazaki, Osamu; Nishikido, Joji. 2006. "Development of Fluorous Lewis Acid-Catalyzed Reactions." Molecules 11, no. 8: 627-640.