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Development of Fluorous Lewis Acid-Catalyzed Reactions

Akihiro Yoshida, Xiuhua Hao, Osamu Yamazaki, Joji Nishikido

Molecules. 2006 Aug 23;11(8):627-40.

PMID: 17971735

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 chloride. 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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP10361849 Scandium(III) chloride Scandium(III) chloride 10361-84-9 Price
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