Daniel J O'Leary

John S. Osterweis Professor of Chemistry and Biochemistry

Spring 2009

  • Organic Chemistry II (CHEM 226A)
  • Structure Determination in Organic Chemistry (CHEM 325)
  • Structure Determination in Organic Chemistry (CHEM 325L1)
  • ADVANCED INDEPENDENT STUDY (CHEM 402)
Phone (207) 725-3616
Title John S. Osterweis Professor of Chemistry and Biochemistry
Department CHEMISTRY
2nd Title John S. Osterweis Professor of Chemistry and Biochemistry
2nd Department BIOCHEMISTRY
Work Location Cleaveland Hall
E-Mail doleary@bowdoin.edu
Daniel J O'Leary: Bowdoin College: Chemistry

Education

B.A., 1986, Linfield College
Ph.D, 1991, University of California, Los Angeles
NSF Postdoctoral Fellow, 1991-1994, Harvard University

Research Interests

Organic Chemistry; Nuclear Magnetic Resonance. Development of isotopic perturbation methods for detecting intramolecular hydrogen bonds; conformational characterization of ruthenium-olefin complexes; synthesis and conformational analysis of chemically modified biological structures.

Recent Publications

(* indicates undergraduate coauthor)

Conformational Analysis of a Covalently Linked Watson-Crick Base Pair Model. Jensen, E. A., Allen, B. D.*, Kishi, Y. K.; O’Leary, D. J. Bioorganic and Medicinal Chemistry Letters, 2008, in press: doi:10.1016/j.bmcl.2008.07.113.

Ruthenium-Olefin Complexes: Effect of Ligand Variation upon Geometry. Anderson, D. R.; O’Leary, D. J.; Grubbs, R. H. Chemistry: A European Journal, 2008, in press.

Synthesis and Reactivity of Olefin Metathesis Catalysts Bearing Cyclic (Alkyl)(Amino)Carbenes. Anderson, D. R., Lavallo, V., O'Leary, D. J., Bertrand, G., Grubbs, R. H. Angewandte Chemie International Edition, 2007, 46, 7262-7265.

Elective and capstone undergraduate experiences in NMR spectroscopy. A curriculum that prepares students for independent research in magnetic resonance. O'Leary, Daniel J.; Steinmetz, Wayne E. ACS Symposium Series (2007), 969 (Modern NMR Spectroscopy in Education), 36-47.

Facile and E-Selective Ring-Closing Metathesis Reactions in 310-Helical Peptides: a 3D-Structural Study. Boal, A. K.; Guryanov, I.; Moretto, A.; Crisma, M.; Lanni, E.; Toniolo, C.; Grubbs, R. H.; O’Leary, D. J. Journal of the American Chemical Society, 2007, 129, 6986-6987.

NMR Detection of Intramolecular OH/OH Hydrogen Bond Networks: An Approach Using Isotopic Perturbation and Hydrogen Bond Mediated OH---OH J-Coupling. Anderson, C. E.; Pickrell, A. J.*; Sperry, S. L.*; Vasquez, Jr., T. E.*; Custer, T. G.*; Fierman, M. B.*; Lazar, D. C.*; Brown, Z. W.*; Iskenderian, W. S.*; Hickstein, D. D.*; O’Leary, D. J. Heterocycles, 2007, 72, 469-495.

Qualitative and Quantitative Measurements of Hydrogen Bond-Mediated Scalar Couplings in Acyclic 1,3-Diols. Loening, N. M.; Anderson, C. E.; Iskenderian, W. S.*; Anderson, C. D. Rychnovsky, S. D.; Barfield, M.; O’Leary, D. J. Org. Lett., 2006, 8, 5321-5323.

Model Compounds of Ruthenium-Alkene Intermediates in Olefin Metathesis Reactions. Anderson, D. R.; Hickstein, D. D.*; O’Leary, D. J.; Grubbs, R. H. J. Am. Chem. Soc., 2006, 128, 8386-8387.

Enantioselective Photocycloaddition Mediated by Chiral Bronsted Acids: Asymmetric Synthesis of the Rocaglamides. Gerard, B.; Sangji, S.*; O’Leary, D. J.; Porco, J. A., Jr. J. Am. Chem. Soc., 2006, 128, 7754-7755.

Direct Assignment of the Relative Configuration in Acyclic 1,3-Diols by 1H NMR Spectroscopy. Anderson, C. E.; Britt, D. K.*; Sangji, S.*; O'Leary, D. J.; Anderson, C. D.; Rychnovsky, S. D. Org. Lett., 2005; 7, 5721-5723.

An Isosparteine Derivative for Stereochemical Assignment of Stereogenic (Chiral) Methyl Groups using Tritium NMR: Theory and Experiment. Allen, B. D.*; Cintrat, J. C.; Faucher, N.; Berthault, P.; Rousseau, B.; O’Leary, D. J. J. Am. Chem. Soc. 2005, 127, 412-420.

Structure-Selectivity Relationships and Structure for a Peptide-Based Enantioselective Acylation Catalyst. Fierman, M. B.; O'Leary, D. J.; Steinmetz, W. E.; Miller, S. J. J. Am. Chem. Soc., 2004, 126, 6967-6971.

Fomenting Proton Anisochronicity in the CH2D Group. Allen, B. D.*; O'Leary, D. J. J. Am. Chem. Soc. 2003, 125, 9018-9019.

Ring-Closing Metathesis Synthesis of N-Boc-3-Pyrroline. Ferguson, M. L.*; O’Leary, D. J.; Grubbs, R.H. Organic Syntheses, 2003, 80, 85-92.

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