3,5-Bis(perfluorodecyl)phenylboronic Acid as an Easily Recyclable Direct Amide Condensation Catalyst

Kazuaki Ishihara; Shoichi Kondo; Hisashi Yamamoto

doi:10.1055/s-2001-16788

Synlett 2001; 2001(9): 1371-1374
DOI: 10.1055/s-2001-16788

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3,5-Bis(perfluorodecyl)phenylboronic Acid as an Easily Recyclable Direct Amide Condensation Catalyst

Kazuaki Ishihara^* , Shoichi Kondo, Hisashi Yamamoto

^*Graduate School of Engineering, Nagoya University, CREST, Japan Science of Technology Corporation (JST), Furo-cho, Chikusa, Nagoya 464-8603, Japan; Fax + 81-52-789-3222; E-mail: yamamoto@cc.nagoya-u.ac.jp

Abstract

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3,5-Bis(perfluorodecyl)phenylboronic acid has been synthesized based on the direct coupling of perfluorodecyl iodide with 1,3-diiodobenzene. This new boronic acid is shown to be a "green" catalyst for the direct amide condensation reaction by virtue of the strong electron-withdrawing effect and the immobility in the fluorous recyclable phase of the perfluorodecyl group.

arylboronic acids - recycle - direct amide condensation - green chemistry - fluorous bi-phasic catalysis

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