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Bulky Alkylphosphines with Neopentyl Substituents as Ligands in the Amination of Aryl Bromides and Chlorides

Lensey L. Hill, Lucas R. Moore, Rongcai Huang, Raluca Craciun, Andrew J. Vincent, David A. Dixon, Joe Chou, Christopher J. Woltermann, and Kevin H. Shaughnessy*

*Department of Chemistry, The University of Alabama, Box 870336, Tuscaloosa, Alabama 35487-0336, Email: kshaughnbama.ua.edu

L. L. Hill, L. R. Moore, R. Huang, R. Craciun, A. J. Vincent, D. A. Dixon, J. Chou, C. J. Woltermann, K. H. Shaughnessy, J. Org. Chem., 2006, 71, 4951-4955.

DOI: 10.1021/jo060303x (free Supporting Information)


Abstract

Di(tert-butyl)neopentylphosphine (DTBNpP) as ligand offer better activity for the Pd-catalyzed Hartwig-Buchwald amination of aryl bromides than tri(tert-butyl)phosphine (TTBP) under mild conditions. DTBNpP also provided effective catalysts for amination reactions of aryl chlorides at elevated temperatures.


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Key Words

Buchwald-Hartwig Coupling


ID: J42-Y2006-1920