The University of Texas at Arlingon

Christopher J. O’Brien  

Organic Chemistry

Assistant Professor

   B.Sc. University of Manchester Institute of Science and
   Technology (1996)

   Ph.D. University of Sheffield (2000)

   Postdoctoral Fellow, Glasgow University (2002)

   Senior Postdoctoral Fellow, York University, Toronto (2003-
   2007)

                                     Positions Open

 

Phone: 817-272-0262    FAX: 817-272-3808     E-mail: cobrien@uta.edu     Office: 203 CRB     Personal Page

 

RESEARCH INTERESTS

Transition-metal and organocatalyses
Molecular design
Materials and target-oriented syntheses

 

Selected Recent Publications:

Recycling the Waste: The Development of a Catalytic Wittig Reaction:  O’Brien C, J.; Tellez, J. L.; Nixon, Z. S.; Kang, L. J.; Carter, A. L.; Kunkel, S. R.; Przeworski, K. C.; Chass, G. A.  Angew. Chem. Int. Ed. 2009, 46, 6836-6839.  Angewandte Chemie Hot paper.  Highlighted in Nature: Chemistry and C&EN.

Density Functional Theory Investigation of the Alkyl–Alkyl Negishi Cross-Coupling Reaction Catalyzed by N-Heterocyclic Carbene (NHC)–Pd Complexes:  Chass, G. A.; O’Brien C. J.; Hadei, N.; Kantchev, E. A. B.; Mu, W.-H.; Fang, D.-C.; Hopkinson, A. C.; Csizmadia, I. G.; Organ, M. G.  Chem. Eur. J. 2009, 15, 4281-4288

Synthesis and Reactions of the Pestalotiopsin Skeleton: Baker, T. M.; Edmonds, D. J.; Hamilton, D.; O'Brien, C. J.; Procter, D. J.  Angew. Chem. Int. Ed. 2008, 47, 5631-5633

High Yielding Alkylations of Unactivated sp3 and sp2 Centres with Alkyl-9-BBN Reagents Using an NHC-Based Catalyst: Pd-PEPPSI-IPr  Organ, M. G.; Abdel Hadi, M.; Avola, S.; Dudovyk, I.; Hadei, N.; Kantchev, E. A. B.; O’Brien, C. J.; Sayah, M.; Valente, C.  Chem. Commun. 2008, 735-737

Pd-catalyzed Aryl Amination Mediated by Well Defined, N-Heterocyclic Carbene (NHC)-Pd Precatalysts, PEPPSI:  Organ, M. G.; Abdel Hadi, M.; Avola, S.; Dudovyk, I.; Hadei, N.; Kantchev, E. A. B.; O’Brien, C. J.; Sayah, M.; Valente, C.  Chem. Eur. J. 2008, 2443-2452

Patents

Methods and Compositions of a Catalytic Wittig Reaction:  O’Brien, C. J.  US Provisional Patent Application No. 61/167,101 filed on April 06, 2009.

Transition Metal Complexes of N-heterocyclic Carbenes, Methods of Preparation and Use in Transition Metal Catalyzed Organic Transformations:  Organ, M. G.; O’Brien, C. J.; Kantchev, A. B.  US Pat. Appl. 2007, US 7,250,510 B2.

Transition Metal Complexes of N-heterocyclic Carbenes, Methods of Preparation and Use in Transition Metal Catalyzed Organic Transformations:  Organ, M. G.; O’Brien, C. J.; Kantchev, A. B.  Can. Pat. Appl. 2007, CA 2 556 850.

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Biaryls Made Easily: PEPPSI and the Kumada-Tamao-Corriu Reaction:  Organ, M. G.; Abdel-Hadi, M; Avola, S; Hadei, N; Nasielski, J; O’Brien C. J.; Valente, C. Chem. Eur. J. 2007, 13, 150-157.

Pd-N-Heterocyclic Carbene (NHC) Catalysts for Cross-coupling Reactions:  The Synthetic Chemists’ Perspective: Kantchev, E. A. B.; O’Brien C. J.; Organ, M. G. Angew. Chem. Int. Ed. 2007, 46, 2768-2813.

Pd-N-Heterocyclic Carbene (NHC) Catalysts for Cross-Coupling Reactions:  Kantchev, E. A. B.; O’Brien C. J.; Organ, M. G. Aldrichimica Acta, 2006, 39, 93 (Invited article).

A User-Friendly, All Purpose Pd-NHC Precatalyst for the Negishi Reaction: A Step towards an Universal Cross-coupling Catalyst:  Organ, M. G.; Avola, S.; Dubovyk, I.; Hadei, N.; Kantchev, E. A. B.; O’Brien, C. J.; Valente, C. Chem. Eur. J. 2006, 12, 4749-4755.

Easily Prepared Air and Moisture Stable Pd-NHC Complexes: A Reliable User-Friendly Highly Active Palladium Precatalyst for the Suzuki-Miyaura Reaction:  O’Brien, C. J.; Kantchev, E. A. B.; Hadei, N.; Valente, C.; Chass, G. A.; Lough, A.; Hopkinson, A. C.; Organ, M. G. Chem. Eur. J. 2006, 12, 4743-4748.

Room-Temperature Negishi Cross-Coupling of Unactivated Alkyl Bromides with Alkyl Organozinc Reagents Utilizing a Pd/N-Heterocyclic Carbene Catalyst:  Hadei, N.; Kantchev, E. A. B.; O’Brien, C. J.; Organ, M. G. J. Org. Chem. 2005, 70, 8503-8507.

Towards the Rational Design of Palladium-N-heterocyclic Carbene Catalysts by a Combined Experimental and Computational Approach:  O’Brien, C. J.; Kantchev, E. A. B.; Chass, G. A.; Hadei, N.; Hopkinson, A. C.; Organ, M. G.; Setiadi, D. H.; Tang, T-H; Fang, D-C. Tetrahedron 2005, 61, 9723-9735 (Invited article).

The First Negishi Cross-Coupling Reaction of Two Alkyl Centers Utilizing a Pd-N-Heterocyclic Carbene (NHC) Catalyst:  Hadei, N.; Kantchev, E. A. B.; O’Brien, C. J.; Organ, M. G. Org. Lett. 2005, 7, 3805-3807.

Electronic Nature of N-Heterocyclic Carbene Ligands: Effect on the Suzuki Reaction:  Hadei, N.; Kantchev, E. A. B.; O’Brien, C. J.; Organ, M. G. Org. Lett. 2005, 7, 1991-1994.

Additions of stabilised and semi-stabilised sulfur ylides to tosyl protected imines: are they under kinetic or thermodynamic control?:  Aggarwal; V. K.; Charmant, J. P. H.; Ciampi, C.; Hornby, J. M.; O’Brien, C. J.; Hynd, G.; Parsons, R. J. Chem. Soc., Perkin Trans. 1, 2001, 3159-3166.

Scope and limitations in sulfur ylide mediated catalytic asymmetric aziridination of imines: use of phenyldiazomethane, diazoesters and diazoacetamides:  Aggarwal; V. K.; Ferrara, M; O’Brien, C. J.; Thompson, A; Jones, R. V. H.; Fieldhouse, R. J. Chem. Soc., Perkin Trans. 1, 2001, 1635-1643.

 


Department of Chemistry and Biochemistry
The University of Texas at Arlington
Arlington, Texas 76019-0065, USA
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