Economic Large-Scale Synthesis
of o- and m-Diphenylphosphinobenzoic
Acids

Susanne T. Kemme; Yvonne Schmidt; Christian U. Grünanger; Andy C. Laungani; Christian Herber; Bernhard Breit

doi:10.1055/s-0029-1218705

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Synthesis 2010(11): 1924-1928
DOI: 10.1055/s-0029-1218705

PSP

Economic Large-Scale Synthesis of o- and m-Diphenylphosphinobenzoic Acids

Susanne T. Kemme, Yvonne Schmidt, Christian U. Grünanger, Andy C. Laungani, Christian Herber, Bernhard Breit*
Albert-Ludwigs-Universität Freiburg, Institut für Organische Chemie und Biochemie, Freiburg Institute for Advanced Studies (FRIAS), Albertstr. 21, 79104 Freiburg im Breisgau, Germany
Fax: +49(761)2038715; e-Mail: Bernhard.Breit@chemie.uni-freiburg.de;

Further Information

Publication History

Received 17 February 2010
Publication Date:
15 March 2010 (online)

Abstract
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Abstract

An efficient and simple to perform large-scale synthesis of o- and m-diphenylphosphinobenzoic acids is presented. In a single step, both useful carboxylic acid-functionalized phosphines can be accessed starting from the same inexpensive bulk chemicals o-chlorobenzoic acid, triphenylphosphine, and sodium. In both cases the formation of the desired product is controlled by the ratio of the starting materials only. Additionally, X-ray crystallographic data are reported for both products.

Key words

phosphorus ligand - catalysis - aromatic carboxylic acid - directing group - Birch conditions

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