Michael Doyles

Michael P. Doyle, Ph.D.

Professor and The Rita and John Feik Distinguished University Chair in Medicinal Chemistry

Office: BSE 1.104G
Phone: (210) 458-4196
Email: michael.doyle@utsa.edu

Faculty Profile

Areas of Research

  • Asymmetric Lewis Acid Catalysis
  • Bioorganic Chemistry of Arenediazonium Salts
  • Bioinorganic Chemistry of Nitrogen Oxides and Nitrosyls
  • Carbocation Chemistry
  • Carbon-Hydrogen Insertion
  • Catalytic Asymmetric Cycloaddition
  • Catalytic Enantioselective Hetero-Diels-Alder Reactions
  • Catalytic Hydroformylation
  • Catalytic Hydrosilylation and Silylcarbonylation
  • Catalytic Oxidation Processes
  • Chemistry of Diazo Compounds
  • Cyclopropane Chemistry
  • Design and Development of Chiral Catalysts
  • Dirhodium(III) Materials
  • Enantioselective Syntheses
  • Formation and Reactions of Diazonium Ions
  • Gold Catalysed Reactions
  • Highly Enantioselective Catalytic Reactions
  • Macrolide Formation in Catalytic Metal Carbene Reactions
  • Mechanisms for Catalysis
  • Metal Carbene Chemistry
  • Organosilane Reductions
  • Metal Carbene [3+n] Reactions
  • Selective Chemical Oxidations
  • Ylide Formation/Reactions

Education

  • Postdoctoral Associate and Instructor, University of Illinois at Chicago Circle, Chicago, Illinois (1968) – Postdoctoral advisor: Jan Rocek
  • Ph.D., Iowa State University, Ames, Iowa (1968) – Thesis advisor: Walter S. Trahanovsky
  • B.S., College of St. Thomas, St. Paul, Minnesota (1964)

Employment

  • Professor and The Rita and John Feik Distinguished University Chair in Medicinal Chemistry

  • Professor, Department of Chemistry and Biochemistry
  • 2003-2013: Department Chair
  • 2010-2013: Member, Administrative Council for College of Computer, Mathematical, and Natural Sciences
  • 2003-2010: Member, Administrative Council for College of Chemical and Life Sciences

  • Professor, Department of Chemistry
  • 2002: Member, Executive Committee

  • 2002: President
  • 1997-2001: Vice President

  • Dr. D. R. Semmes Distinguished Professor of Chemistry

  • 1982-1984: Kenneth G. Herrick Professor of Chemistry
  • 1976-1979: Chairman
  • 1974: Professor
  • 1971: Associate Professor
  • 1968: Assistant Professor

Extramural Experience

  • Member-at-Large, Chemistry Section (2015-2018)
  • Fellow (1995)
  • Nominating Committee for Chemistry Section (1999-2001)

  • Member, Joint Board-Council Committee on Publications (2014-2016); Associate Member (2012)
  • Editorial Board for C&E News (2014-2016)
  • Member, Commission on Graduate Education in the Chemical Sciences (2012)
  • Associate Member, Budget and Finance Committee (2012-2013)
  • General Chair, 2011 Middle Atlantic Regional Meeting of the American Chemical Society, University of Maryland, College Park, MD (May 21-24, 2011)
  • Member, Executive Committee for the Division of Organic Chemistry (1988-1990, elected office); Councilor (1990-2011, elected office); Chairman-Elect (1992); Chairman (1993); Past-Chairman (1994)
  • Chairman, Joint Board-Council Committee on Publications (1997-1999); consultant (2000-2001)
  • Chair, Editorial Board for C&E News (1997-1999)
  • Member, Committee on Science (1995-2003); Associate Member (1993-94)
  • Member, Committee on Committees (1996-1998, elected by Council)
  • Member, Committee on Nominations and Elections (1993; 2002-2007; elected by Council)
  • Member, ACS Task Force to Monitor C&E News (1993)
  • Member, Board Implementation Task Force on Minorities (1991-1992)
  • Chairman, Membership Affairs Committee (1990-1992)
  • Member, Board of Trustees, Group Insurance Plans (1990-1992)
  • Member, Committee on Professional Training (1985-1990)
  • Member, Joint COMSCI, CPT, SOCED Task Force on Research and Teaching (1989)
  • Member, Ad Hoc Task Force to Monitor Chemical and Engineering News (1986)
  • Chairman of the Task Force on Awards in Undergraduate Education, Division of Chemical Education (1983-1987)
  • Member, Program Committee, Division of Chemical Education (1982-1988)
  • Program Co-chairman for the Fall 1987 National ACS Meeting in New Orleans, Division of Chemical Education
  • Program Co-chairman for the Joint Central and Great Lakes Regional ACS Meeting in Kalamazoo, MI (May 23-25, 1984)

  • Foundation Advisor (1989-1997)

An NSF MRSEC, University of Texas at Austin

  • Member, External Advisory Committee (2017-present)

  • Member, Executive Committee (2009-2010)
  • Member, Board of Directors (2008-2010)

  • Councilor (1978-1990; 1991-1994); Chairman (1987-1989); President (1978-1983); Editor of the CUR Newsletter (1978-1993)
  • Coordinator of Academic-Industrial Undergraduate Research Partnership Program (AIURP) (1987-1997)
  • Organized the Spring Hill Conference on "Critical Issues Influencing Undergraduate Research at Predominantly Undergraduate Institutions" and obtained funding for conference participants (July 1983)

  • Councilor (2013-2015); President-Elect (2010); President (2011); Past President (2012)
  • Member, Board of Managers
  • Chair or member of several committees

  • Co-Chair, Scientific Committee for 2012 IChO at the University of Maryland

  • Chairman of Chemistry Panel 2 for the evaluation of long-term grants to the Former Soviet Union (December 1993; July 1994)

  • Titular Member and Secretary, Commission on Physical Organic Chemistry (III.2) (1987-1991)
  • Associate Member, Commission on Physical Organic Chemistry (III.2) (1979-1987)

  • Advisory Council (2016-present)
  • Member, JIFSAN Working Group (joint with Food and Drug Administration) (2010-2014)

  • Founding Member (2014-present)
  • Principal Organizer for the Third International Symposium of the Metal Carbene Symposium: Symposium on Carbene and Nitrene Chemistry (2020)

  • Member, National Advisory Board (1985-1988); Chairman, Executive Committee (1987-1988)
  • Member, Governing Board (1989-1993)
  • Chairman, Steering Committee for the Third National Conference at Trinity University (April 1989)

  • Ad Hoc Member, Peer Review of Fellowship Applications - Oncology 1-Basic Translational (OBT) IRG (April 2013)
  • Member, Medicinal Chemistry Study Section A (2003-2004); Synthetic and Biological Chemistry A Study Section (2005-2007)
  • Ad Hoc Member, National Advisory General Medical Sciences Council (January 1992; January 2001)
  • Ad Hoc Member, Medicinal Chemistry Study Section (June 1985; February 1987; October 1989; Chairman, November 1993)

  • Member, BCST "Challenges in Graduate Education: A Workshop" (January 2012)
  • Member, Chemical Sciences Roundtable (2000-2004) and Member of its Executive Committee
  • Co-organizer, CSR Workshop and Report on "Preparing Chemists and Chemical Engineers for a Globally Oriented Workforce" (October 2003)
  • Member, Committee on Career Paths for Graduates in the Physical Sciences and Mathematics (Planning Group, 1995)
  • Member, Board on Chemical Sciences and Technology (1990-1994)
  • Member, Committee on Undergraduate Science Education (1993-1996)
  • Member, Workshop on "The Chemistry Department of the Future," Washington, D.C. (August 1987)

  • Member of proposal review panels, Co-organizer, NSF Workshop on Undergraduate Research Centers (September 17, 2004)
  • Member, Committee of Visitors, Division of Chemistry (March 1998; May 2010)
  • Co-chairman, Workshop on Undergraduate Education in Chemistry, SEE Directorate/ Chemistry Division of MPS Directorate (May 1988)
  • Member, Chemistry Division Advisory Committee (1982-1985)
  • Member, NSF Panel for Research Facilities Awards (September 1990)
  • Member, Chemistry Division Panel for Presidential Young Investigator Award proposals (January 1988; December 1988; February 1990)
  • Member, Chemistry Division Panel for Research Experiences for Undergraduates (REU) awards (December 1988)
  • Member, Chemistry Panel for Instructional Laboratory Improvement (ILI) Program (January 1989)
  • Member, Ad Hoc Committee on Exploratory Research Grants (March 1989)
  • Member, Committee on Evaluation of Macro-ROA Activities and Recommendations for Future Undergraduate Research Participation (December 1986)
  • Member, Workshop on Undergraduate Science Education (June 1986)
  • Member, Ad Hoc Review Group for Evaluation of the Research in Undergraduate Institutions (RUI) Program (December 1984)
  • Member, National Science Foundation Chemistry Division Advisory Committee (1982-1984)
  • Member, Ad Hoc Panel for review of Proposals for the Regional Instrumentation Program (June 1978)

  • Member, Advisory Board, Program Committee (2008-2010)

  • Member, Board of Directors (1989-1997; 2000-2002)
  • Member, Cottrell Program Advisory Committee (1978-1983)
  • Invited participant to the Conference on Research at the Undergraduate Level, Callaway Gardens, GA (April 1975)

  • Council Member (2015-2022)
  • Universities Grants Committee, Research Assessment Exercise: Deputy Convenor, RAE for Physical Sciences (2005-2006 and 2013-2014)
  • Research Assessment Exercise Group (2017-2021)
  • Research Impact Fund: Convenor, Physical Sciences Panel (2018-2024)

  • Member, Academic Advisory Committee (2012-2018)

  • Member, Academic Advisory Committee (2015-2018)

  • American Chemical Society
  • American Association for the Advancement of Science
  • International Society of Heterocyclic Chemistry

Additional Accomplishments

  • Frontiers in Chemistry (2021-present), Review Editor for Organic Chemistry
  • Chinese Chemical Letters, Editorial Board Member (2013-present)
  • The Chemical Record, International Advisory Board (2010-present)
  • Chemical Communications, Associate Editor (2007-2010); Member of Editorial Board
  • Chemical & Engineering News (Advisory Board, 2005-2011; Editorial Board, 1997-1999 (Chair), 2014-present)
  • Advanced Synthesis and Catalysis, Editorial Advisory Board (2000-2010)
  • Organic Letters, Editorial Advisory Board (1999-2014)
  • Accounts of Chemical Research, Editorial Advisory Board (1999-2013); Guest Editor for "C-H Functionalization" Issue (2012)
  • Concepts in Magnetic Resonance, Editorial Board (1995-2000)
  • Russian Chemical Bulletin, International Advisory Board (1995-present)
  • CUR Newsletter Editor (1978-1993)

  • Henry J. Albert Award sponsored by BASF Corporation, International Precious Metals Institute (2020)
  • Certificate of Advancing Globalization, UTSA College of Sciences (2016)
  • Hillebrand Award, Chemical Society of Washington (2014)
  • 2011 NOBCChE Presidential Award for Outstanding Partner in Academia (2011)
  • Faculty Minority Achievement Award, University of Maryland, President’s Commission on Ethnic Minority Issues (2010)
  • Fellow, American Chemical Society (2009)
  • Ida Cordelia Beam Distinguished Visiting Professor in Chemistry, University of Iowa (2009)
  • Fellow, Royal Society of Chemistry (2009)
  • Edward Leete Award from the ACS Division of Organic Chemistry (2007)
  • Outstanding Chemistry Alumni Award, Iowa State University (2006)
  • Arthur C. Cope Senior Scholar Award from the American Chemical Society (2006)
  • Harry and Carol Moser Award from the Santa Clara Valley Section of the ACS (2005)
  • Guest Professorship, Nankai University, Tianjin, PRC (2004)
  • Merit Award, National Institutes of Health (2003)
  • George C. Pimentel Award in Chemical Education of the American Chemical Society (2002)
  • Gilman Research Award from the Department of Chemistry, Iowa State University (2001)
  • Paul G. Gassman Distinguished Service Award from the ACS Division of Organic Chemistry (1998)
  • Japan Society for the Promotion of Science (JSPS) Invitation Fellowship (1996)
  • James Flack Norris Award for Outstanding Achievements in the Teaching of Chemistry, Northeastern Section of the American Chemical Society (1995)
  • Alexander von Humboldt Senior Research Award for U.S. Scientists, Alexander von Humboldt Foundation (1995)
  • Fellow, American Association for the Advancement of Science (1995)
  • Doctor Honoris Causa of the Russian Academy of Sciences (election March 1994)
  • American Chemical Society Award for Research at Undergraduate Institutions sponsored by the Research Corporation (1988)
  • Chemical Manufacturers Association Catalyst Award (1982)
  • Observer for IUPAC Assembly in Warsaw, Poland, National Research Council Selection (August 1977)
  • Camille and Henry Dreyfus Foundation Teacher-Scholar Award (1973)
  • U.S. Public Health Service Fellow, Iowa State University (1966-67)

  • Alkyl Nitrite Reactions with Diazo Compounds (2021-present)
  • Strain-Induced Ring Opening (2019-present)
  • Brønsted Acid Catalyzed Reactions (2019-present)
  • Catalytic Free Radical Addition Reactions (2018-present)
  • Gold-catalyzed Reactions (2013-present)
  • Catalytic Enantioselective [3+3]-Cycloaddition Reactions (2011-present)
  • Dirhodium(III,III) Organometallic Compounds (2007-present)
  • Catalytic Oxidations (2004-present)
  • Enantioselective Lewis Acid Catalyzed Reactions (2000-present)
  • Macrocyclization via Metal Carbene Intermediates (1995-2006)
  • Highly Enantioselective Dirhodium(II) Catalysts (1990-present)
  • Catalytic Hydrosilylation, Silylcarbonylation, and Hydroformylation (1990-1994)
  • Carbenes Generated From Diazirines (1984-1989)
  • Selective Catalysts for Metal Carbene Transformations (1980-present)
  • Nitrosyl Chemistry of Hemoproteins, including mechanism of nitrite oxidations (1980-1991)
  • Nickel(II) Promoted Alcohol Oxidations (1979-1981)
  • Lewis Acid Promoted Reactions of Diazocarbonyl Compounds (1978-1982)
  • Alkyl Nitrite-Metal Halide Deamination Reactions (1976-1980)
  • Organosilane Reductions in Acidic Media (1971-1978)
  • Nitrosonium and Nitronium Ion Chemistry (1968-1979)

  • Journal Publications: more than 400; 67 since 2014. ResearcherID h-index 76; more than 23,700 citations; 44+ average citations per article, more than 531 publications in Web of Science
  • Patents: 11
  • Book Chapters: 26; 5 since 2012
  • Books: 12
  • Invited Lectures: 49 since 2014
  • Education: More than 160 undergraduate co-authors of research publications
  • Research:
    • Developed direct conversion of arylamines for Sandmeyer, Merwein, and related reactions
    • Developed organosilane reductions of organic compounds
    • Provided current mechanistic understanding of nitrite oxidations of heme proteins and the role of nitric oxide; HNO chemistry
    • Chiral dirhodium carboxamidate catalysts (Doyle catalysts) and their applications in metal carbene and Lewis acid transformations
    • Ylide reactions through metal carbenes ("Doyle-Kirmse Reaction" – wikipedia)
    • Dirhodium catalyzed allylic oxidations ("Umera-Doyle reaction") – in "Organic Synthesis Based on Name Reactions" by C. Stumer and A. Hassner, Elsevier, 2012
    • Catalytic asymmetric [3+3]-cycloaddition reactions
  • Education:
    • More than 160 undergraduate coauthors of research publications
    • First President of Council on Undergraduate Research (CUR)
    • First Chairman of the National Conferences on Undergraduate Research (NCUR)
    • General Chair, 2011 Middle Atlantic Regional Meeting of the American Chemical Society
    • Co-Chair, Scientific Committee for the 2012 International Chemistry Olympiad