Organic Chemistry Portal



P(i-BuNCH2CH2)3N: An Effective Ligand in the Palladium-Catalyzed Amination of Aryl Bromides and Iodides

Sameer Urgaonkar, M. Nagarajan and J. G. Verkade*

*Department of Chemistry, Gilman Hall, Iowa State University, Ames, Iowa 50011, Email:

S. Urgaonkar, M. Nagarajan, J. G. Verkade, J. Org. Chem., 2003, 68, 452-459.

DOI: 10.1021/jo0205309 (free Supporting Information)


The bicyclic triaminophosphine P(i-BuNCH2CH2)3N serves as an effective ligand for the palladium-catalyzed amination of various aryl bromides and iodides. Other bicyclic or acyclic triaminophosphines, even those of similar basicity and/or bulk, were inferior.

see article for more examples

(t-Bu)2PNP(i-BuNCH2CH2)3N: New Efficient Ligand for Palladium-Catalyzed C-N Couplings of Aryl and Heteroaryl Bromides and Chlorides and for Vinyl Bromides at Room Temperature

Ch. V. Reddy, J. V. Kingston, J. G. Verkade, J. Org. Chem., 2008, 73, 3047-3062.

Key Words

Buchwald-Hartwig Coupling

ID: J42-Y2003-190