Synthesis and X-ray structure determination of highly active Pd (II), Pd (I), and Pd (0) complexes of Di (tert-butyl) neopentylphosphine (DTBNpP) in the arylation of …

…, GA Grasa, CCC Johansson Seechurn…

Index: Hill, Lensey L.; Crowell, Jason L.; Tutwiler, Strudwick L.; Massie, Nicholas L.; Hines, C. Corey; Griffin, Scott T.; Rogers, Robin D.; Shaughnessy, Kevin H.; Grasa, Gabriela A.; Johansson Seechurn, Carin C. C.; Li, Hongbo; Colacot, Thomas J.; Chou, Joe; Woltermann, Christopher J. Journal of Organic Chemistry, 2010 , vol. 75, # 19 p. 6477 - 6488

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Citation Number: 50

Abstract

The air-stable complex Pd (η3-allyl)(DTBNpP) Cl (DTBNpP= di (tert-butyl) neopentylphosphine) serves as a highly efficient precatalyst for the arylation of amines and enolates using aryl bromides and chlorides under mild conditions with yields ranging from 74% to 98%. Amination reactions of aryl bromides were carried out using 1− 2 mol% Pd (η3- allyl)(DTBNpP) Cl at 23− 50° C without the need to exclude oxygen or moisture. The C− N ...