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Emily McLaughlin
Assistant Professor of Chemistry
Organic Chemistry
Office: Reem-Kayden Center 136
Phone: 845-752-2355
E-mail: mclaughl@bard.edu
Education -
Post-doctoral Research Associate, University of Maryland (2008); Research Advisor: Michael P. Doyle -
Ph.D., Organic Chemistry, University of Pennsylvania (2006); Dissertation Advisor: Jeffrey D. Winkler -
B.S., Chemistry, Ohio Northern University (2001) Courses - Organic Chemistry I and II (Chemistry 201-202)
- Organic Synthesis (Chemistry 408)
- Laboratory Concepts and Techniques: Synthesis (Chemistry 360)
- Understanding Molecules and Medicine (Chemistry 129)
Research InterestsOur research focuses on the development and study of new organic methods and the application of these methods toward the synthesis of small molecules of biological interest. Specific Projects - The design of a general aziridination protocol for dioxenone containing molecules that can be applied toward the synthesis of a diverse array of non-proteinogenic alpha-substituted amino acids.
- The applications of a controlled aziridine ring-cleavage in the preparation of complex, biologically active alkaloids and heterocyclic compounds.
- The development of enantioselective photocycloadditions in solution controlled by hydrogen bonding to a chiral host.
Students in the McLaughlin Lab: Jing Yang
| Youseung Kim | | Madison Fletcher | Prabarna Ganguly | | José Luis Falla | Xiaohan Sun | | Rachit Neupane | Nathaniel Steinaur | | Nicole Camasso | Thant Ko Ko | | *Ira Ward (Poukeepsie High School) | Min Kyung Shinn |
Recent Bard Graduates
Nusrah Hussain (class of '09) - graduate studies at Penn
Emanuel Krantz (class of '10) - employed at Accenture
Stavros Velissaris (class of '11) - medical school in Cyprus
Sebastien Cendron (class of '11) - graduate studies at Tufts
Awards
Research Corporation – Cottrell College Science Award. “Development and synthesis of novel hydrogen-bonding scaffolds and thiourea organocatalysts for enantioselective [2 + 2] photocycloadditions,” awarded 2011-2013
ACS-PRF Undergraduate New Investigator Award, “Aziridination and Retro-Aldol Fragmentation of Dioxenones: Application in the Synthesis of α-Amino Acids and 2-Benzazepine Derivatives,” awarded 2009-2011.
Selected Publications(undergraduate co-authors are underlined)
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Ratnikov, M. O.; Goldmann, P. L.; McLaughlin, E. C.; Doyle, M. P. “Allylic Oxidation Catalyzed by Dirhodium(II)tetrakis[ε-caprolactamate] of tert-Butyldimethylsilyl Protected trans-Dehydroandrosterone.” Organic Syntheses 2012, 89, 19-33.
- Ratnikov, M. O.; Farkas, L. E.; McLaughlin, E. C.; Chiou. G.; Choi, H.; El‑Khalafy, S. H.; Doyle, M. P. “Dirhodium Catalyzed Phenol and Aniline Oxidations with T-HYDRO. Substrate Scope and Mechanism of Oxidation” Journal of Organic Chemistry 2011, 76, 2585–2593.
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Emily C. McLaughlin, Hojae Choi, Kan Wang, Grace Chiou, and Michael P. Doyle, “Allylic Oxidations Catalyzed by Dirhodium Caprolactamate via Aqueous tert-Butyl Hydroperoxide: The Role of the tert-Butylperoxy Radical,” Journal of Organic Chemistry, 2009, 74, 730-738. -
Emily C. McLaughlin and Michael P. Doyle, “Propargylic Oxidation Catalyzed by Dirhodium (II, III) Caprolactamate in Water: Efficient Access to α,β-Acetylenic Ketones,” Journal of Organic Chemistry, 2008, 73, 4317-4319. -
Jeffrey D. Winkler and Emily C. McLaughlin, “Intramolecular Photocycloaddition of Dioxenones with Alkynes: Formation of Secondary Photoproducts from Cyclobutene Photoadducts,” Organic Letters, 2005, 7, 227-229. -
Jeffrey D. Winkler, Kevin J. Quinn, Colin H. MacKinnon, Steven D. Hiscock, and Emily C. McLaughlin, “A Tandem Diels-Alder Approach to the Synthesis of Eleutherobin.” Organic Letters, 2003, 5, 1805-1808.
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