Synlett 2014; 25(11): 1539-1541
DOI: 10.1055/s-0034-1378348
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© Georg Thieme Verlag Stuttgart · New York

Polyfluorinated Cyclopentadienones as Lewis Acids

Blanca Inés
Max-Planck-Institut für Kohlenforschung, Kaiser Wilhelm Platz 1, 45470 Mülheim an der Ruhr, Germany   Fax: +49(208)3062428   Email: alcarazo@mpi-muelheim.mpg.de
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Sigrid Holle
Max-Planck-Institut für Kohlenforschung, Kaiser Wilhelm Platz 1, 45470 Mülheim an der Ruhr, Germany   Fax: +49(208)3062428   Email: alcarazo@mpi-muelheim.mpg.de
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Dominique A. Bock
Max-Planck-Institut für Kohlenforschung, Kaiser Wilhelm Platz 1, 45470 Mülheim an der Ruhr, Germany   Fax: +49(208)3062428   Email: alcarazo@mpi-muelheim.mpg.de
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Manuel Alcarazo*
Max-Planck-Institut für Kohlenforschung, Kaiser Wilhelm Platz 1, 45470 Mülheim an der Ruhr, Germany   Fax: +49(208)3062428   Email: alcarazo@mpi-muelheim.mpg.de
› Author Affiliations
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Publication History

Received: 29 April 2014

Accepted after revision: 03 June 2014

Publication Date:
11 June 2014 (online)


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Abstract

The ability of 2,3,4,5-tetrakis(trifluoromethyl)cyclopenta-2,4-dien-1-one and 2,3,4,5-tetrakis(pentafluorophenyl)cyclopenta-2,4-dien-1-one to act as organic Lewis acids in the field of frustrated Lewis pair (FLP) chemistry was evaluated. Whereas the former ketone formed zwitterionic adducts with all phosphines studied, the latter did not react with bulky phosphines and, instead, gave completely organic FLPs. Unfortunately, these did not activate dihydrogen, even under high pressures.

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