Professor Glueck received his A.B. and A.M. degrees in chemistry in 1986 from Harvard University, and his PhD. at the University of California, Berkeley, in 1990, with Bob Bergman. After working on crown ethers, intercalation, and buckyballs as an NSF-NATO postdoctoral fellow with Malcolm Green at the Inorganic Chemistry Lab, University of Oxford, he joined the Dartmouth faculty in 1992.

Selected Publications

Research Group Web Site

David.Glueck@dartmouth.edu

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Research Interests

I am interested in applications of synthetic chemistry to homogeneous catalysis (especially asymmetric catalysis) and materials science.

We have developed three new catalytic methods for asymmetric synthesis of chiral phosphines, which are a useful class of ligands for metal-catalyzed asymmetric synthesis.  In asymmetric hydrophosphination, a chiral Pt(0) complex catalyzes enantioselective addition of a P-H bond across a C=C bond.  In asymmetric phosphination, a chiral Pd(0) complex catalyzes enantioselective cross-coupling of an aryl iodide and a secondary phosphine.  Our most recent discovery, enantioselective alkylation of secondary phosphines, can be used to prepare chiral bidentate diphosphines.  Development of these new reactions is guided by extensive mechanistic studies and characterization of the catalytic intermediates.  This work involves synthesis of inorganic, organometallic, and organic (especially organophosphorus) compounds.

Our materials research involves preparation and characterization of metal nanoclusters. We use new surface ligands to control the size and physical properties of these materials, and, in collaboration with Barney Grubbs, prepare metal nanocluster/block copolymer composites.

• Blank, N. F.; Moncarz, J. R.; Brunker, T. J.; Scriban, C.; Anderson, B. J.; Amir, O.; Glueck, D. S.; Zakharov, L. N.; Golen, J. A.; Incarvito, C. D.; Rheingold, A. L. J. Am. Chem. Soc. 2007, 129, 6847-6858. "Palladium-Catalyzed Asymmetric Phosphination. Scope, Mechanism, and Origin of Enantioselectivity."
• Scriban, C.; Glueck, D. S.; Golen, J. A.; Rheingold, A. L. Organometallics 2007, 26, 1788-1800. "Platinum-Catalyzed Asymmetric Alkylation of a Secondary Phosphine: Mechanism and Origin of Enantioselectivity."
• Brunker, T. J.; Anderson, B. J.; Blank, N. F.; Glueck, D. S.; Rheingold, A. L. Org. Lett. 2007, 9, 1109-1112. "Enantioselective Synthesis of P-Stereogenic Benzophospholanes via Palladium-Catalyzed Intramolecular Cyclization."
• Scriban, C.; Glueck, D. S. J. Am. Chem. Soc. 2006, 128, 2788-2789. "Platinum-Catalyzed Asymmetric Alkylation of Secondary Phosphines: Enantioselective Synthesis of P-Stereogenic Phosphines."
• Kovacik, I.; Scriban, C.; Glueck, D. S. Organometallics 2006, 25, 536-539. "Regiochemistry of Platinum-Catalyzed Hydrophosphination of a Diene. Formation of the Chiral Diphosphine Et₂PCH(CN)CH(CH₂CH₂CN)PEt₂ via Monophosphine Intermediates."
• Blank, N. F.; McBroom, K. C.; Glueck, D. S.; Kassel, W. S.; Rheingold, A. L. Organometallics 2006, 25, 1742-1748. "Chirality Breeding via Asymmetric Phosphination. Palladium-Catalyzed Diastereoselective Synthesis of a P-Stereogenic Phosphine."
• Scriban, C.; Wicht, D. K.; Glueck, D. S.; Zakharov, L. N.; Golen, J. A.; Rheingold, A. L. Organometallics 2006, 25, 3370-3378. "Platinum(II) Phosphido Complexes as Metalloligands. Structural and Spectroscopic Consequences of Conversion from Terminal to Bridging Coordination."
• Sessions, L. B.; Mîinea, L. A.; Ericson, K. D.; Glueck, D. S.; Grubbs, R. B. Macromolecules 2005, 38, 2116-2121. "Alkyne-Functional Homopolymers and Block Copolymers through Nitroxide-Mediated Free Radical Polymerization of 4-(Phenylethynyl)styrene."
• Scriban, C.; Kovacik, I.; Glueck, D. S. Organometallics 2005, 24, 4871-4874. "A Protic Additive Suppresses Formation of Byproducts in Platinum-Catalyzed Hydrophosphination of Activated Olefins. Evidence for P-C and C-C Bond Formation by Michael Addition."
• Brunker, T. J.; Blank, N. F.; Moncarz, J. R.; Scriban, C.; Anderson, B. J.; Glueck, D. S.; Zakharov, L. N.; Golen, J. A.; Sommer, R. D.; Incarvito, C. D.; Rheingold, A. L. Organometallics 2005, 24, 2730-2746. "Chiral Palladium(0) trans-Stilbene Complexes: Synthesis, Structure, and Oxidative Addition of Phenyl Iodide."
• Blank, N. F.; Glueck, D. S.; Zakharov, L. N.; Rheingold, A. L.; Saybolt, M. D.; Ghent, B. L.; Nataro, C. Organometallics 2005, 24, 5184-5187. "Synthesis, Structure, and Electrochemistry of an Electron-Rich Chiral Diaminoferrocene, (S,S)-Bis(2,5-dimethylpyrrolidinyl)ferrocene."
• Stefanescu, D. M.; Glueck, D. S.; Siegel, R.; Wasylishen, R. E. Langmuir 2004, 20, 10379-10381. "Synthesis and Characterization of Phosphido-Monolayer-Protected Gold Nanoclusters."
• Mîinea, L. A.; Sessions, L. B.; Ericson, K. D.; Glueck, D. S.; Grubbs, R. B. Macromolecules 2004, 37, 8967-8972. "Phenylethynylstyrene-Cobalt Carbonyl Block Copolymer Composites."
• Brunker, T. J.; Moncarz, J. R.; Glueck, D. S.; Golen, J. A.; Rheingold, A. L. Organometallics 2004, 23, 2228-2230. "Diastereoselective Palladium-Mediated Phosphetane Ring Opening and Pd-to-P Phenyl Migration. Synthesis of a New P-Stereogenic C₂-Symmetric Diphosphine Ligand."