Synlett 2002(8): 1299-1301
DOI: 10.1055/s-2002-32965
LETTER
© Georg Thieme Verlag Stuttgart · New York

A Fluorous Super Brønsted Acid Catalyst: Application to Fluorous Catalysis without Fluorous Solvents

Kazuaki Ishihara, Aiko Hasegawa, Hisashi Yamamoto*
Graduate School of Engineering, Nagoya University, SORST, Japan Science and Technology Corporation (JST), Furo-cho, Chikusa, Nagoya 464-8603, Japan
Fax: +81(52)7893222; e-Mail: yamamoto@cc.nagoya-u.ac.jp;
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Publication History

Received 9 May 2002
Publication Date:
25 July 2002 (online)

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Abstract

The preparation of a fluorous super Brønsted acid catalyst, 4-(1H,1H-perfluorotetradecanoxy)-2,3,5,6-tetrafluorophenylbis(trifluoromethanesulfonyl)methane (3d), is described. The fluorous catalyst 3d can be recycled by using liquid/solid phase separation without fluorous solvents. A perfluorocarbon solvent is not essential for fluorous biphasic catalysis.

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In the case of the esterification, the resultant solution was concentrated under reduced pressure, and the crude compounds were diluted in hexane to precipitate 3d. Thus, 3d was recovered by filtration.