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芳基氯化物钯催化氰化反应的进展。

Progress in the palladium-catalyzed cyanation of aryl chlorides.

作者信息

Sundermeier Mark, Zapf Alexander, Mutyala Sateesh, Baumann Wolfgang, Sans Jürgen, Weiss Stefan, Beller Matthias

机构信息

Institut für Organische Katalyseforschung, an der Universität Rostock e.V., Buchbinderstrasse 5-6, Germany.

出版信息

Chemistry. 2003 Apr 14;9(8):1828-36. doi: 10.1002/chem.200390210.

DOI:10.1002/chem.200390210
PMID:12698441
Abstract

The development of new palladium catalysts for the cyanation of various aryl and heteroaryl chlorides is described. The combination of amine co-catalysts with chelating phosphine ligands, for example, 1,4-bis(diphenylphosphino)butane (dppb) or 1,5-bis(diphenylphosphino)pentane (dpppe), allows an efficient cyanation of chloroarenes with simple potassium cyanide. General palladium-catalyzed cyanation of nonactivated and deactivated chloroarenes is possible for the first time. Studies of the oxidative addition of aryl halides to palladium triphenylphosphine complexes in the presence and absence of amines suggest that the co-catalyst is capable of preventing catalyst deactivation caused by the presence of excess cyanide ions in solution.

摘要

本文描述了用于各种芳基和杂芳基氯化物氰化反应的新型钯催化剂的开发。胺类共催化剂与螯合膦配体(例如1,4-双(二苯基膦基)丁烷(dppb)或1,5-双(二苯基膦基)戊烷(dpppe))的组合,使得氯代芳烃能够与简单的氰化钾进行高效氰化反应。首次实现了非活化和钝化氯代芳烃的通用钯催化氰化反应。在有和没有胺存在的情况下,对芳基卤化物向钯三苯基膦配合物的氧化加成反应的研究表明,共催化剂能够防止溶液中过量氰离子导致的催化剂失活。

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