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Center
for Enabling New Technologies Through Catalysis
A NSF Center for Chemical Innovation |
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Direct
Amination of Arenes via Homogeneous Catalysis
Senior Investigators: Prof. John Hartwig (UC-Berkeley), Prof. William Jones (U. Rochester) Aniline is produced on a billion
pound per year scale as a starting material for
many chemicals including dyes, polyurethane and
other plastics, herbicides and specialty fibers.
The current synthesis of aniline relies on old,
well- known chemistry that has been optimized. To
further improve upon the synthesis, new chemistry
must be developed. The simplest and most direct
synthesis of aniline from benzene would use
ammonia as the source of nitrogen, however this
reaction is not thermodynamically favored. The
strategy CENTC is investigating involves the
oxidative addition of N-O bonds, such as the
intramolecular amination of 1,1-diarylpropan-2-one
O-acetyl oximes to form indole products shown
below. Our current focus is designing new
strategies to accomplish intermolecular amination
of unactivated arenes with hydroxylamine
derivatives. ![]() Published Papers:
Tan, Y.; Hartwig, J. F., "Palladium-Catalyzed Amination of Aromatic C-H Bonds with Oxime Esters", J. Am. Chem. Soc., 2010, 132, 3676-3677. (DOI: 10.1021/ja100676r) |
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The Center for Enabling New Technologies
Through Catalysis is a National Science Foundation
Center for Chemical Innovation
© 2009 Center for Enabling New Technologies Through Catalysis Contact: centcweb@u.washington.edu |