个人简介

B.S., Stetson University, 1961 Ph.D., Cornell University, 1965 Postdoctoral Associate, Yale, 1965-1966

研究领域

Organic

Organofluorine chemistry, physical organic chemistry, cyclopropanes, deuterium isotope effects The Dolbier research program is dedicated mainly to the synthesis and study of compounds containing fluorine. Organic compounds that contain fluorine are of vital interest and importance to virtually every area of modern technology, including polymers, pharmaceutical/agrochemical products, and material science. Because of the special synthetic challenges that it presents, and because of the unique structure/reactivity relationships observed for fluorine-containing compounds, the field of organofluorine chemistry is one of both fundamental and practical interest. In our case this is reflected by the projects in the group, which are a mixture of fundamental and applied projects. Although we remain interested in the fundamental aspects of reactivity of fluorinated molecules and reactive intermediates, our major research interests now involve the development of new synthetic methods for incorporation of fluorine into organic molecules, mainly through the invention and development of new fluorinated "building blocks."

近期论文

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Rogelio Ocampo, William R. Dolbier, Jr., Khalil A. Abboud, and Fabio Zuluaga, 揅atalyzed Reformatsky Reactions with Ethyl Bromofluoroacetate for the Synthesis of α-Fluoro-β-hydroxyacids,� J. Org. Chem., 2002, 67, 72-78. William R. Dolbier, Jr., G. Robert Shelton, Merle A. Battiste, John F. Stanton, and David R. Price, 揅omputational Discovery of a Novel Automerization Process for 1-Fluorocyclopropene,� Org. Lett., 2002, 3, 233-235. Alexander B. Shtarov, Paul J. Krusic, Bruce E. Smart, and William R. Dolbier, Jr., 揢se of Gas Phase 1H NMR to Determine the Kinetics of Unimolecular Rearrangement of 2,2-Dichloro-1-methylenecyclopropane and the Bimolecular Dimerization of (Dichloromethylene)cyclopropane,� J. Org. Chem. 2002, 67, 3464-3467. Naoto Takechi, Samia Ait-Mohand, Maurice Medebielle, and William R. Dolbier, Jr., 揘ucleophilic Trifluoromethylation of Acyl Chlorides using the Trifluoromethyl Iodide/TDAE Reagent,� Tetrahedron Lett. 2002, 43, 4317-4319. Feng Tian, J. Marshall Baker, Bruce E. Smart, and William R. Dolbier, Jr., 揈ffect of Fluorine Substitution on the Structure of Oxiranes and on the Energetics of the Oxiranylcarbinyl Radical Ring Opening,� J. Fluorine Chem., 2002, 114, 107-111. Li Zhang, William R. Dolbier, Jr., Brian Sheeler, and Keith U. Ingold, 揂bsolute Rate Constants of Alkene Addition Reactions of a Fluorinated Radical in Water,� J. Am. Chem. Soc. 2002, 124, 6362-6366. Maurice Medebielle, Katsuya Kato and William R. Dolbier, Jr., 揇ifluoromethylation Reactions of Ethyl Pyruvate with TDAE. A mild Approach to the Synthesis of 3,3-Difluoro-2-hyroxy-2-methyl-4-oxobutyric Ethyl Ester Derivatives, SynLett 2002, 1541-1543. L. Guyard, P. Audebert, William R. Dolbier Jr., Jian-Xin Duan, 揝ynthesis and electrochemical polymerization of new oligothiophene functionalized fluorocyclophanes,� J. Electroanal. Chem. 2002, 537, 189-193. Samia Ait-Mohand and William R. Dolbier, Jr., 揂 New and Convenient Method for Incorporation of Pentafluorosulfanyl (SF5) Substituents Into Organic Compounds,� Org. Lett., 2002, 4, 3013-3015. Merle A. Battiste, Jian-Xin Duan, Yi-An Zhai, Ion Ghiviriga, Khalil A. Abboud, Adrian Roitberg, G. Robert Shelton and William R. Dolbier, Jr., �4,5-Dehydrooctafluoro-[2.2]paracyclophane: Facile Generation and Extraordinary Diels-Alder Reactivity,� Tetrahedron Lett., 2002, 43, 7047-7049. Rogelio Ocampo, William R. Dolbier, Jr., and Fabio Zuluaga, 揝ynthesis of a-Fluoro-b-lactones,� Collect. Czech. Chem. Commun., 2002, 67, 1325-1334. William R. Dolbier, Jr., Raphaele Romelaer and J. Marshall Baker, 揂nomalous Elimination of HCl from 2-Chloro-1,1-difluoroethane. Likely Involvement of a 1,2-FCl Interchange Mechanism,� Tetrahedron Lett., 2002, 43, 8075-8077. William R. Dolbier, Jr., Keith W. Palmer, Feng Tian, Piotr Fiedorow, Andrzej Zaganiaczyk and Henryk Koroniak, 揫3.3] Sigmatropic Rearrangement of Some Fluorinated 1,5-Hexadienes,� Collect. Czech. Chem. Commun., 2002, 67, 1517-1532. Naoto Takechi, Samia Ait-Mohand, Maurice Medebielle, and William R. Dolbier, Jr., 揘ovel Trifluoromethylation of Vicinal Diol Cyclic Sulfates,� Org. Lett., 2002, 4, 4671-4672. Maurice Medebielle, Robert Keyrouz, Bernard Langlois, Thierry Billard, William R. Dolbier, Jr., Conrad Burkholder, Samia Ait-Mohand, Etsuji Okada and Takuro Ashida, 揈lectron transfer methodologies to the synthesis of organo-fluorine compounds,� in Electron Transfer Reactions in Organic Synthesis, Patrice Vanelle, Ed., Research Signpost, 2002, 91-99. Merle A. Battiste, Feng Tian, John M. Baker, Olivia Bautista, Janette Villalobos, and William R. Dolbier, Jr., 揜eactivity and Regiochemical Behavior in the Solvolysis Reactions of 2,2-Difluorocyclopropylcarbinyl Tosylates, J. Fluorine Chem., 2003, 119, 39-51. L. S. Ziemer, S. M. Evans, A. V. Kachur, L. A. Shuman, C. Cardi, W. T. Jenkins, J. S. Karp, A. Alavi, W. R. Dolbier, Jr., and C. J. Koch, 揘on-Invasive Imaging of Tumor Hypoxia using the 2-Nitroimidazole [18F]EF5, Eur. J. Nuclear Med., 2003, 30, 259-266. William R. Dolbier, Jr. and Merle A. Battiste, 揟he Structure, Synthesis and Reactivity of Fluorinated Cyclopropanes and Cyclopropenes,� Chem. Rev., 2003, 103, 1051-1070. Merle A. Battiste, Jian-Xin Duan, Yi-An Zhai, Ion Ghiviriga, Khalil A. Abboud and William R. Dolbier, Jr., �4,5-Dehydro- and 4,5,15,16-bis-(dehydro)octafluoro-[2.2]paracyclophanes: Facile Generation and Extraordinary Diels-Alder Reactivity,� J. Org. Chem., 2003, 68, 3078-3083. William R. Dolbier, Jr., Jian-Xin Duan, Feng Tian, and Qing-Yun Chen, �n-Butyl 2,2-Difluorocyclopropanecarboxylate. Preparation and use of a new difluorocarbene reagent,� Org. Syn., 2003, 80, 172-176.