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Degrees:
Ph.D., Stanford Univ.
B.A., Reed College
Cheyenne Brindle received her B.A. at Reed College, where she developed a love of science. After a brief stint at Caltech, she earned her doctorate in chemistry at Stanford University before moving east to take a position as an American Cancer Society postdoctoral fellow at Harvard University. In her current position at Trinity, she investigates the use of bisulfite as an inexpensive method to purify or remove carbonyl compounds from mixtures and novel catalyst designs based on replacing costly and expensive metals with "greener" organic molecules capable of catalyzing a wide variety of reactions. Using these synthetic innovations, she and her team of undergraduate scientists are synthesizing a library of novel antibiotic compounds.
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Methods Development
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Enantioselective Catalysis
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Synthesis of Biologically Important Molecules
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Mechanistic Investigations
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CHEM-111
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Introductory Chemistry I and Laboratory
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CHEM-211
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Elementary Organic Chemistry I & Lab
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CHEM-212
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Elementary Organic Chemistry II Lecture
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CHEM-406
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Advanced Organic Chemistry II
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Catalysis using triarylmethyl cations
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Bisulfite reactions with carbonyl compounds
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Synthesis of new antibiotics
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Publications:
- Maxwell H. Furigay, Maria M. Boucher, Nikola A. Mizgier, and Cheyenne S.
Brindle “Separation of Aldehydes and Reactive Ketones from Mixtures using a Bisulfite Extraction Protocol.” J. Vis. Exp. 134 (2018): e57639.
- Nicholas G. Boekell, Dana J. Cerone, Maria M. Boucher, Phong K. Quach, Wilfried B. Nganyak-Tentchou, Christine G. Reavis, Ifeanyi I. Okoh, Jordan O. A. Reid, Hayley E. Berg, Briana A. Chang, and Cheyenne S.
Brindle “Triarylmethyl Cation Catalysis: A Tunable Lewis Acid Organocatalysis for the Synthesis of Bisindolylmethanes.” SynOpen. 1 (2017): 97.
- Maria M. Boucher, Maxwell H. Furigay, Phong K. Quach, and Cheyenne S. Brindle “Liquid-Liquid Extraction Protocal of the Removal of Aldehydes and Highly Reactive Ketones from Mixtures.” Org. Process Res. Dev. 21 (2017): 1394.
- Barry M. Trost, Joshua D. Knopf, and Cheyenne S. Brindle.
“Synthetic Strategies Employed for the Construction of Fostriecin and Related Natural Products” Chem. Rev. 116 (2016): 15035.
- Barry M. Trost, Berenger Biannic, Cheyenne S. Brindle, B. Michael O'Keefe, Tom Hunter, and Ming-Yu Ngai.
“A Highly Convergent Total Synthesis of Leustroducsin B.” J. Am. Chem. Soc. 137 (2015): 11594.
- Cheyenne S. Brindle, Charles S. Yeung, Eric N. Jacobsen. "Chiral ß-Iodoamines by Urea-Catalyzed Iodocyclization of Trichloroacetimidates." Chem. Sci. 4 (2013): 2100.
- Barry M. Trost, Hanbiao Yang, Cheyenne S. Brindle and Guangbin Dong. “Atom-Economic and Stereoselective Syntheses of the Ring A and B Subunits of the Bryostatins.” Chem Eur. J. 35 (2011): 9777.
- Barry M. Trost and Cheyenne S. Brindle. “The Direct Catalytic Asymmetric Aldol Reaction.” Chem. Soc. Rev. 39 (2010): 1600.
- Barry M. Trost, Hanbiao Yang, Oliver R. Thiel, Alison J. Frontier, and Cheyenne S. Brindle. “Synthesis of a Ring-Expanded Bryostatin Analogue.” J. Am. Chem. Soc. 129 (2007): 2206.
- Tracy L. Morkin, Nicholas J. Turro, Mark H. Kleinman, Cheyenne S. Brindle, Wolfgang H. Kramer and Ian R. Gould. “Selective Solid State Photooxidant.” J. Am. Chem. Soc. 125 (2003): 14917.
Presentations:
- "Purification of Mixtures using Bisulfite: Facile Separation of Aldehydes and Ketones through Reversible Bisulfite Adduct Formation" American Chemical Society National Meeting, New Orleans, LA, March 20, 2018.
- "Triarylmethyl Cation Catalysis: Novel "Green" Catalysts for Tunable Chemical Reactivity" Invited Lecture, Holy Cross College, Worcester, MA, February 2, 2018.
- "Using Organic Triarylcations as Tunable Catalysts for "Green" Chemical Reactions" Invited Lecture, Connecticut College, New London, CT, September 12, 2017.
- "Simple Workup Procedure for the Removal of Aldehydes" American Chemical Society National Meeting, Washington, DC, August 22, 2017.
- "Using Organic Triarylcations as Tunable Catalysts for "Green" Chemical Reactions" Trinity College Faculty Research Committee Lecture Series, Hartford, CT, October 27, 2016.
- "Tunable Triarylmethyl Cation Catalysis: Friedel-Crafts Alkylation of Indole with N-Aryl Imines" American Chemical Society National Meeting, Philadelphia, PA, August 21, 2016.
- "Triarylmethyl Cations: Catalysis and Antiobiotic Applications" Trinity College Summer Seminar Series, Hartford, CT, June 27, 2014.
- "Enantioselective Iodocyclization Catalyzed by Chiral Hydrogen-Bond Donors and Triarylmethyl Cation Catalysis: Simplification of Catalysis through Symmetry" Reed College Seminar Series, Portland, OR, February 14, 2013.
- Poster: “Hydrogen Bond-Catalyzed Iodocyclizations.” American Cancer Society Fellows Conference, Ashland, MA, October 12, 2011.
- Poster: “Hydrogen Bond-Catalyzed Iodocyclizations.” First Annual Boston Women in Chemistry Symposium, Cambridge, MA, September 24, 2011.
- Poster: “Hydrogen Bond-Catalyzed Iodocyclizations.” Gordon Research Conferences: Heterocycles, Newport, RI, June 28, 2011.
- “Progress Toward the Total Synthesis of Leustroducsin B.” 234th ACS National Meeting, Boston, MA, August 22, 2007.
- “Progress Toward the Total Synthesis of Leustroducsin B.” Summer Student Seminar Series, Stanford University, Stanford, CA, June 21, 2007.
- Poster: “The Direct Asymmetric Aldol Reaction of Ynones and its Application to the Total Synthesis of Leustroducsin B.” ARCS Award Ceremony, San Francisco, CA, October 25, 2006.
- Poster: “The Direct Asymmetric Aldol Reaction of Ynones and its Application to the Total Synthesis of Leustroducsin B.” 21st Annual Johnson Symposium, Stanford University, Stanford, CA, October, 2006.
- Poster: “Binding the A-T Base Pair Selectively; Design of a New Polyamide Monomer.” California Institute of Technology, Pasadena, CA, April 2003.
- “Progress Toward an Efficient Synthesis of the Germacrane Ring Skeleton.” Oregon Academy of Science Conference, April 2002.
- “Carbenes: An Exploration of Supramolecular Steric Effects.” Columbia University, New York, NY, September 2000.
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- Charles A. Dana Research Associate Professor, Trinity College, 2023-25.
- National Science Foundation Petroleum Research Foundation Grant Awardee, 2015.
- American Cancer Society Postdoctoral Fellowship, 2010-2012.
- Achievement Rewards for College Scientists Fellowship, Koret Foundation Scholar, Fall 2006-2007.
- National Science Foundation Graduate Research Fellowship, 2003-2006.
- Elected to Phi Beta Kappa, 2002.
- Letter of Commendation, Reed College (academic achievement), 1999, 2000, 2001, 2002.
- Barry M. Goldwater Scholarship (scientific achievement), 2001.
- Dick Van Senten Scholarship (academic achievement), 2001.
- Undergraduate Award (American Chemical Society Analytical Division), 2001.
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