Abigail Doyle

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Abigail G. Doyle
Born (1980-04-30) April 30, 1980 (age 44)
Princeton, New Jersey, U.S.
CitizenshipAmerican
Alma materHarvard University (BA, MA, PhD)
Parents
AwardsArthur C. Cope Scholar Award, Elias J. Corey Award
Scientific career
FieldsOrganic Chemistry, Organometallic chemistry, Catalysis
InstitutionsUniversity of California, Los Angeles
Princeton University
ThesisEngaging alkyl halides and oxocarbenium ions in asymmetric catalysis (2008)
Doctoral advisorEric N. Jacobsen
Other academic advisorsJustin DuBois
Notable studentsJulia Kalow
Websitedoyle.chem.ucla.edu

Abigail Gutmann Doyle is a professor of chemistry at the University of California, Los Angeles, where she holds the Saul Winstein Chair in Organic Chemistry.[1] Her research focuses on the development of new chemical transformations in organic chemistry.

Early life and education[edit]

Doyle was born in Princeton, NJ in 1980 to Michael W. Doyle and Amy Gutmann, the eighth president of the University of Pennsylvania and current United States Ambassador to Germany. Doyle studied chemistry as an undergraduate at Harvard University, graduating with A.B. and A.M. degrees summa cum laude in 2002.

After beginning graduate studies in the lab of Justin DuBois at Stanford University, Doyle completed her Ph.D. under Prof. Eric N. Jacobsen, where she developed enantioselective alkylations with tributyltin enolates catalyzed by a Cr(salen)Cl catalyst.[2][3] She also worked on the development of an enantioselective addition of nucleophiles to oxocarbenium ions.[4]

Career[edit]

Independent career

In July 2008, Doyle was appointed as an assistant professor of chemistry at Princeton University. She was promoted to the rank of associate professor with tenure in 2013, and to full Professor with an endowed chair, the A. Barton Hepburn Professor of Chemistry, in 2017.[5] In 2021, she moved to the University of California, Los Angeles, where she holds the Saul Winstein Chair in Organic Chemistry.[1]

Research

A longstanding research interest of the Doyle group is the development of nickel-catalyzed C–C bond forming reactions that utilize unconventional cross-coupling electrophiles, such as epoxides, aziridines, imminium ions, and oxocarbenium ions. The group has developed and mechanistically interrogated new ligands and pre-catalysts for nickel, which have helped to enable these transformations. In collaboration with David MacMillan's group, the Doyle lab identified a new cross-coupling paradigm which allows the combination of photoredox and nickel catalysis.[6] The Doyle lab has subsequently applied Nickel/photoredox catalysis to methodologies involving both unconventional and traditional cross-coupling electrophiles.

The group has also been involved in the development of nucleophilic fluorination chemistry allowing the creation of pharmaceutically relevant molecules with sp3-C-F and sp2-C-F bonds. These methods have employed both transition metal and photoredox catalysis, and the group has developed new reagents for mild and selective deoxyfluorination reactions.

Recently, the Doyle group has worked in the area of data science-driven analysis of chemical reactions, including the implementation of machine learning algorithms to model and predict reaction outcome in organic chemistry.[7][8][9]

Awards and honors[edit]

Some key awards of Doyle's independent career include the Alfred P. Sloan Foundation Fellowship (Alfred P. Sloan Foundation, 2012),[10] Amgen Young Investigator Award (2012), Arthur C. Cope Scholar Award (American Chemical Society, 2014),[11] Bayer Early Excellence in Science Award (2013), Phi Lambda Upsilon National Fresenius Award (Phi Lamba Upsilon, 2014), Presidential Early Career Award for Scientists and Engineers (PECASE, 2014) BMS Unrestricted Grant in Synthetic Organic Chemistry (2016).[12]

She is currently Senior Editor, Accounts of Chemical Research.[13]

References[edit]

  1. ^ a b Jennings, Penny (Jun 30, 2021). "Welcome Professor Abigail Doyle | UCLA Chemistry and Biochemistry". www.chemistry.ucla.edu. Retrieved 2021-07-01.
  2. ^ Doyle, Abigail G.; Jacobsen, Eric N. (2005-01-01). "Enantioselective Alkylations of Tributyltin Enolates Catalyzed by Cr(salen)Cl: Access to Enantiomerically Enriched All-Carbon Quaternary Centers". Journal of the American Chemical Society. 127 (1): 62–63. doi:10.1021/ja043601p. ISSN 0002-7863. PMID 15631449.
  3. ^ Doyle, Abigail G.; Jacobsen, Eric N. (2007). "Enantioselective Alkylation of Acyclic α,α-Disubstituted Tributyltin Enolates Catalyzed by a Cr(salen) Complex". Angewandte Chemie International Edition. 46 (20): 3701–3705. doi:10.1002/anie.200604901. ISSN 1521-3773. PMID 17407117.
  4. ^ Reisman, Sarah E.; Doyle, Abigail G.; Jacobsen, Eric N. (2008-06-01). "Enantioselective Thiourea-Catalyzed Additions to Oxocarbenium Ions". Journal of the American Chemical Society. 130 (23): 7198–7199. doi:10.1021/ja801514m. ISSN 0002-7863. PMC 2574628. PMID 18479086.
  5. ^ The Doyle Group Archived 2017-11-14 at the Wayback Machine, Princeton University
  6. ^ Zuo, Zhiwei; Ahneman, Derek T.; Chu, Lingling; Terrett, Jack A.; Doyle, Abigail G.; MacMillan, David W. C. (2014-07-25). "Merging photoredox with nickel catalysis: Coupling of α-carboxyl sp3-carbons with aryl halides". Science. 345 (6195): 437–440. Bibcode:2014Sci...345..437Z. doi:10.1126/science.1255525. ISSN 0036-8075. PMC 4296524. PMID 24903563.
  7. ^ Ahneman, Derek T.; Estrada, Jesus G. J.; Lin, Shishi; Dreher, Spencer D.; Doyle, Abigail G. (2018-02-15). "Predicting reaction performance in C–N cross-coupling using machine learning". Science. 360 (6385): 186–190. Bibcode:2018Sci...360..186A. doi:10.1126/science.aar5169. PMID 29449509. S2CID 206666015.
  8. ^ Shields, Benjamin J.; Stevens, Jason; Li, Jun; Parasram, Marvin; Damani, Farhan; Martinez Alvarado, Jesus I.; Janey, Jacob M.; Adams, Ryan P.; Doyle, Abigail G. (2021-02-03). "Bayyesian reaction optimization as a tool for chemical synthesis". Nature. 590 (7844): 89–96. Bibcode:2021Natur.590...89S. doi:10.1038/s41586-021-03213-y. PMID 33536653. S2CID 231804657.
  9. ^ Żurański, Andrzej M.; Martinez Alvarado, Jesus I.; Shields, Benjamin J.; Doyle, Abigail G. (2021-03-31). "Predicting Reaction Yields via Supervised Learning". Accounts of Chemical Research. 54 (8): 1856–1865. doi:10.1021/acs.accounts.0c00770. PMID 33788552. S2CID 232483029.
  10. ^ "Past Fellows". sloan.org. Archived from the original on 2018-03-14. Retrieved 2018-09-02.
  11. ^ Ritter, Stephen K. "2014 Arthur C. Cope Scholar Awards: Abigail G. Doyle | Chemical & Engineering News". cen.acs.org. Retrieved 2018-09-02.
  12. ^ "Abigail Doyle | Princeton University Department of Chemistry". chemistry.princeton.edu. Retrieved 2020-10-27.
  13. ^ "Editors". pubs.acs.org. Retrieved 2018-09-02.
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