Palladium-Tetraphosphine Complex: An Efficient Catalyst for the Alkynyl­ation of ortho-Substituted Aryl Bromides

Marie Feuerstein; Florian Berthiol; Henri Doucet; Maurice Santelli

doi:10.1055/s-2004-822354

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Palladium-Tetraphosphine Complex: An Efficient Catalyst for the Alkynylation of ortho-Substituted Aryl Bromides

Marie Feuerstein, Florian Berthiol, Henri Doucet*, Maurice Santelli*
Laboratoire de Synthèse Organique, CNRS UMR 6180, Faculté des Sciences de Saint Jérôme, Université d"Aix-Marseille III, Avenue Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France
Fax: +33(491)983865; e-Mail: henri.doucet@univ.u-3mrs.fr; e-Mail: m.santelli@univ.u-3mrs.fr;

Abstract

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Abstract

The tetraphosphine cis,cis,cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane in combination with [Pd(C₃H₅)Cl]₂ affords a very efficient catalyst for the alkynylation of ortho-substituted aryl bromides. A wide variety of substituents such as phenyl, trifluoromethyl, acetyl, formyl or nitrile, are tolerated. High turnover numbers can be obtained with most of these aryl bromides. The coupling of sterically very congested aryl bromides such as 9-bromoanthracene or 2,4,6-triisopropylbromobenzene also proceeds in good yields.

Key words

palladium - tetraphosphine - catalysis - alkynylation - alkynes - aryl bromides

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References

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Palladium-Tetraphosphine Complex: An Efficient Catalyst for the Alkynyl­ation of ortho-Substituted Aryl Bromides

Palladium-Tetraphosphine Complex: An Efficient Catalyst for the Alkynylation of ortho-Substituted Aryl Bromides