Summer Research Group 2011
Recent Group News:
Older group news
Selected Recent Results (undergraduate authors underlined)
Acid, silver, and solvent-free gold catalyzed hydrophenoxylation of internal alkynes. M. E. Richard, D. V. Fraccica, K. J. Garcia, E. J. Miller, R. M. Ciccarelli, E. C. Holahan, V. L. Resh, A. Shah, P. M. Findeis, and R. A. Stockland Jr. Beilstein J. Org. Chem. 2013, 9, 2002-2008. Invited contribution to a thematic series on gold catalysis edited by Dean Toste. Our paper was one of the top 10 most downloaded articles in October!
Rapid Synthesis of Arylgold Compounds Using Dielectric Heating. H.K. Lenker, T.G. Gray and R.A. Stockland Jr. Dalton Trans. 2012, 41, 13274-13276.
Phospha-Michael Additions to Activated Internal Alkenes: Steric and Electronic Effects. Lenker, H, K.; Richard, M. E.; Reese, K. P.; Carter, A. F.; Zawisky, J. D.; Winter, E. F.; Bergeron, T. W.; Guydon, K. S.; Stockland, R. A., Jr. J. Org. Chem. 2012,77, 1378-1385.
P-H activation using alkynylgold substrates: steric and electronic effects. Manbeck, G.F.; Kohler, M.C.; Porter, M.R.; Stockland, R.A.Jr. Dalton Trans. 2011, 40, 12595-12606. This paper has recently been selected as a "HOT Article."
Probing the Steric Limits of Rhodium Catalyzed Hydrophosphinylation. E-H addition vs. Dimerization/Oligomerization/Polymerization, M.E. Richard, K. P Reese, J. J. Stone, P. D. Pickett, E. S. Tillman, R. A. Stockland Jr., J. Organomet. Chem. 2011, 696, 123. Invited contribution for a special issue on catalytic addition of E-H bonds to non-activated carbon-carbon multiple bonds
Luminescent Au(I)/Cu(I) Alkynyl Clusters with an Ethynyl Steroid and Related Aliphatic Ligands: an Octanuclear Au4Cu4 Cluster and Luminescence Polymorphism in Au3Cu2 Clusters. Manbeck, G. F.; Brennessel, W.W.; Stockland, R. A. Jr.; Eisenberg, R. J. Am Chem. Soc. 2010, 132, 12307.
Microwave Heating as a Tool for Clean Organic Synthesis. Stockland, R.A. Jr. in Microwave Heating as a Tool for Sustainable Chemistry. Nicholas Leadbeater, ed. CRC Press, 2010.
Arylpalladium Phosphonate Complexes as Reactive Intermediates in Phosphorus-Carbon Bond Forming Reactions, Mark C. Kohler, T. V. Grimes, X. Wang, T. R. Cundari, and R. A. Stockland Jr. Organometallics 2009, 28, 1193.
Development of a Room Temperature Hirao Reaction, M.C.Kohler, J. G. Sokol, and R. A. Stockland Jr. Tetrahedron Lett. 2009, 50, 457.
Microwave Assisted Heterofunctionalization of Alkenes, D. Ide, M. Eastlund, C. Jupe, and R. A. Stockland Jr. Curr. Org. Chem. 2008, 12, 1258. (invited review)
Synthesis, Characterization, and Reactivity of a Hexane Soluble Silver Salt. R. A. Stockland Jr., B. D. Wilson, C. C. Goodman, B. J. Giese, and F. L. Shrimp III J. Chem. Ed. 2007, 84, 694.
Modern NMR Spectroscopy in Education, ACS symposium Series Volume 969, Eds. David S. Rovnyak and R. A. Stockland Jr., 2007.
Remarkable Tolerance of Ethynyl Steroids to Air and Water in Hydrophosphinylation Reactions: Reaction Scope and Limitations. R. A. Stockland Jr. A. J. Lipman, J. A. Bawiec, P. E. Morrison, I. A. Guzei, P. M. Findeis, J. F. Tamblin. J. Organomet. Chem. 2006, 691, 4042.
Steric and Electronic Effects on Arylphosphonate Elimination from Organopalladium Complexes. M. C. Kohler, R. A. Stockland Jr., and N. P. Rath Organometallics 2006, 25, 5746.
Organometallic Complexes Containing 17-Ethynyl-17 b -hydroxyandrost-4-en-3-one and Related Ethynyl Steroids. R. A. Stockland Jr., M. C. Kohler, I. A. Guzei, M. E. Kastner, and J. A. Bawiec, III, R. B. Hochberg, D. C. Labaree Organometallics, 2006, 25, 2475.
Microwave Assisted Regioselective Addition of P(O)-H Bonds to Alkenes Without Added Solvent or Catalyst. R. I. Taylor, L.E. Thompson, P.B. Patel, and R.A. Stockland Jr. Org. Lett. 2005, 7, 851.
Organosoluble Copper Clusters as Precatalysts for Carbon-Heteroelement Bond Forming Reactions: Microwave and Conventional Heating. G. F. Manbeck, A. J. Lipman, R. A. Stockland Jr., A. L. Freidl, A. F. Hasler, J. J. Stone, and I. A. Guzei J. Org. Chem. 2005, 70, 244.
My students and I thank the National Science Foundation, the Camille and Henry Dreyfus Foundation, the Petroleum Research Fund, Bristol-Myers Squibb, Merck Research, and Pfizer for financial support of our work.