CENTC
              Logo
Center for Enabling New Technologies Through Catalysis
A NSF Center for Chemical Innovation



 
  Home Research People News Education Research Opportunities  
 
 
Information For
 
Researchers
Educators
Students
Industry



 
Anti-Markovnikov Hydroamination of Alkenes

Senior Investigators: Prof. John Hartwig (UC-Berkeley), Prof. Karen Goldberg (U. Wash.).

The discovery of efficient catalysts for the hydroamination of alkenes could have a tremendous impact on the synthesis of pharmaceuticals, of fine chemicals and of commodity chemicals. Especially desirable would be a process that allows the selective formation of the anti-Markovnikov product. The Hartwig and Goldberg laboratories are collaborating to find solutions to this challenging and as yet unsolved synthetic problem.

Markovnikov vs
                      anti-Markovnikov hydroamination

To develop catalysts for the direct, anti-Markovnikov hydroamination of alkenes, elementary reactions that form C(sp3)-N bonds from metal-akyl complexes or form the C(sp3)-N bonds in aminoalkyl complexes are needed. These reactions are the challenging steps of two potential catalytic cycles for anti-Markovnikov hydroamination shown below.

hydroamination
                      catalytic cycles

Published Papers:

Marquard, S. L.; Hartwig, J. F. “C(sp3)-O Bond-Forming Reductive Elimination of Ethers from Bisphosphine-Ligated Benzylpalladium(II) Aryloxide Complexes” Angew. Chem. Int. Ed. Eng., 2011, 50, 7119-7123.
(DOI: 10.1002/anie.201101088)

Marquard, S. L.; Rosenfeld, D. C.; Hartwig, J. F., "C(sp3)-N Bond-Forming Reductive Elimination of Amines: Reactions of Bisphosphine-Ligated Benzylpalladium(II) Diarylamido Complexes", Angew. Chem. Int. Ed. Eng., 2010, 49, 793-796.
(DOI 10.1002/anie.200904032)


 
 
Quick Links
 
About CENTC
Research Opportunities
Contact CENTC
NSF Website
CENTC Advisory Board
CENTC SharePoint Site
Tools for Researchers
Publications
 
  NSF Logo The Center for Enabling New Technologies Through Catalysis is a National Science Foundation Center for Chemical Innovation
CENTC Partner Institutions

© 2009 Center for Enabling New Technologies Through Catalysis

Contact: centcweb@u.washington.edu