JULIA A. KALOW

Department of Chemistry Massachusetts Institute of Technology (617) 452-5097 77 Massachusetts Avenue, 18-014 [email protected] Cambridge, MA 02139 juliakalow.mit.edu

RESEARCH EXPERIENCE

Ruth L. Kirschstein Postdoctoral Fellow, Massachusetts Institute of Technology 2013–present Advisor: Professor Timothy M. Swager • Developed an efficient synthesis of telechelic P3HT and a versatile strategy to prepare miktoarm branched based on ring-opening metathesis polymerization. • Studied the self-assembly of novel architectures of conjugated polymers in solution and in bulk. • Collaborated with a team of researchers studying tunable complex emulsions and applied these emulsions to enzyme sensing. • Mentored a visiting undergraduate student from Tianjin University (Xinping He).

Graduate Research Assistant, , Department of Chemistry 2008–2013 Advisor: Professor Abigail G. Doyle Thesis title: Catalytic strategies for asymmetric nucleophilic fluorination using a latent HF source: Development and mechanistic investigations • Initiated a program in asymmetric catalytic nucleophilic fluorination in the Doyle lab and introduced the use of benzoyl fluoride as a latent HF source for C–F bond formation. • Discovered key mechanistic insights into cooperative catalysis in the fluorination reactions that have led to additional projects, including selective radiofluorination. • Mentored an undergraduate chemistry major (Dana Schmitt, class of 2012).

Intern, Merck Research Laboratories, Medicinal Chemistry, Boston, MA Summer 2007 • Investigated metal-catalyzed trifluoromethylation methods (with Dr. Jed Hubbs).

Undergraduate Researcher, , Department of Chemistry 2005–2008 Advisor: Professor James L. Leighton • Participated in studies toward the synthesis of isocyclocitrinol A (with Dr. Arash Soheili). • Developed an enantioselective imino-Nazarov rearrangement (with Dr. Gregory Notte).

EDUCATION

Princeton University, Princeton, NJ 2008–2013 Ph.D., Chemistry • Cumulative GPA: 4.00/4.00

Columbia University, New York, NY 2004–2008 B.A. with honors, Chemistry and Creative Writing, summa cum laude • Cumulative GPA: 4.09/4.30; major GPA: 4.14/4.30

Julia Kalow: curriculum vitae 2

AWARDS AND HONORS

Rising Stars in Chemistry Symposium, invitee, 2015 Ruth L. Kirschstein NIH NRSA Postdoctoral Fellowship 2013–present Charlotte Elizabeth Procter Honorific Fellowship, Princeton University 2012–2013 ACS Division of Organic Chemistry Graduate Fellowship, sponsored by Pfizer 2011–2012 Third-Year Seminar Award, Department of Chemistry, Princeton University 2011 Bristol-Myers Squibb Endowed Fellowship in Synthetic Organic Chemistry 2010 National Science Foundation Pre-Doctoral Fellowship 2008–2011 Hugh Scott Taylor Award, Princeton University 2008–2012 Salutatorian, Columbia College 2008 Karen Osney Brownstein Prize for Creative Writing, Columbia College 2008 Phi Beta Kappa, Columbia College 2007 Barry M. Goldwater Scholarship, Honorable Mention 2007 Pfizer Summer Undergraduate Research Fellowship 2006

PUBLICATIONS 1. Kalow, J. A.; Swager, T. M. “Synthesis of Miktoarm Branched Conjugated by ROMPing In and Out.” ACS Macro Lett. 2015, 4, 1229–1233. 2. Zarzar, L. D.; Sresht, V.; Sletten, E. M.; Kalow, J. A.; Blankschtein, D.; Swager, T. M. “Dynamic Reconfiguration of Complex Emulsions via Tunable Interfacial Tensions.” Nature 2015, 518, 520–524. • Featured in Chemical and Engineering News and MIT news.

3. Kalow, J. A.; Doyle, A. G. “34.9.2. β-Fluoro Alcohols (Update 2013).” Sci. Synth. 2013, 4, 417–467. • Invited contribution. 4. Kalow, J. A.; Doyle, A. G. “Enantioselective fluoride ring opening of aziridines enabled by cooperative Lewis acid catalysis.” Tetrahedron 2013, 69, 5702–5709. • Invited paper for Tetrahedron Young Investigator Award Symposium-in-Print in honor of Melanie Sanford. • Highlighted in SYNFACTS (2013, Issue 9). 5. Kalow, J. A.; Schmitt, D. E.; Doyle, A. G. “Synthesis of β-Fluoroamines by Lewis Base Catalyzed Hydrofluorination of Aziridines.” J. Org. Chem. 2012, 77, 4177–4183. 6. Shaw, T. W.; Kalow, J. A.; Doyle, A. G. “Fluoride ring-opening kinetic resolution of terminal epoxides: preparation of (S)-2-fluoro-1-phenylethanol.” Org. Synth. 2012, 89, 9–18. 7. Kalow, J. A.; Doyle, A. G. “Mechanistic investigations of cooperative catalysis in the enantioselective fluorination of epoxides.” J. Am. Chem. Soc. 2011, 133, 16001–16012. • Highlighted in SYNFACTS (2011, Issue 12). 8. Kalow, J. A.; Doyle, A. G. “Enantioselective Ring Opening of Epoxides by Fluoride Anion Promoted by a Cooperative Dual-Catalyst System.” J. Am. Chem. Soc., 2010, 132, 3268–3269. • Highlighted in SYNFACTS (2010, Issue 6), SYNFORM (2010, Issue 7), and Org. Process Res. Dev. (“Some Items of Interest to Process R&D Chemists and Engineers”, 2010). Julia Kalow: curriculum vitae 3

PRESENTATIONS Kalow, J. A. “Synthesis and Self-Assembly of Soft Materials for Biosensing.” Boston Symposium on Organic and Bioorganic Chemistry (invited talk), Boston, MA, October 2015. Kalow, J. A.; Swager, T. M. “ROMPing in and out: synthesis and self-assembly of conjugated H-shaped polymers.” 250th ACS National Meeting, POLY division (oral presentation), Boston, MA, August 2015. Kalow, J. A.; Zarzar, L. D.; He, X.; Swager, T. M. “Responsive responsive surfactants for biosensing with dynamic complex emulsions.” 250th ACS National Meeting, ORGN division (oral presentation), Boston, MA, August 2015. Kalow, J. A.; Zarzar, L. D.; He, X.; Swager, T. M. “Design and synthesis of responsive surfactants for dynamic complex emulsions.” Organic Reations & Processes Gordon Research Conference (poster), Lewiston, ME, July 2015. Kalow, J. A.; Swager, T. M. “ROMPing in and out: synthesis and self-assembly of conjugated H-shaped polymers.” Chemistry Gordon Research Conference and Symposium (poster), South Hadley, MA, June 2015. Kalow, J. A. “Synthetic strategies for spatial control from the molecular to macro scale.” Rising Stars in Chemistry Symposium (talk), University of Chicago, Chicago, IL, June 2015. Kalow, J. A.; Swager, T. M. “ROMPing in and out: synthesis and self-assembly of conjugated H-shaped polymers.” Polymer Day (invited talk), MIT, Cambridge, MA, March 2015. Kalow, J. A.; Swager, T. M. “H-shaped conjugated block copolymers: synthesis and self-assembly.” Materials Research Society National Meeting (poster), Boston, MA, December 2014. Kalow, J. A.; Graham, T. J.; Lambert, R. F.; Doyle, A. G. “New methods for asymmetric nucleophilic fluorination and radiofluorination.” National Organic Symposium (poster), Seattle, WA, June 2013. Kalow, J. A.; Doyle, A. G. “Catalytic strategies for asymmetric nucleophilic fluorination using a latent HF source.” 244th ACS National Meeting (oral presentation), Philadelphia, PA, August 2012. Kalow, J. A.; Doyle, A. G. “Catalytic strategies for asymmetric nucleophilic fluorination using a latent HF source.” ISACS7: Challenges in Organic Chemistry and Chemical Biology (poster), Edinburgh, UK, June 2012. Kalow, J. A.; Doyle. A. G. “Cooperative Catalysis in the Enantioselective Ring Opening of Epoxides and Aziridines by Fluoride Anion.” National Organic Symposium (poster), Princeton, NJ, June 2011. Kalow, J. A.; Doyle, A. G. “Enantioselective Ring Opening with Fluoride Anion Promoted by a Cooperative Dual-Catalyst System.” Pacifichem (poster), Honolulu, HI, December 2010.

TEACHING EXPERIENCE

Preceptor, Organic Chemistry I Fall 2009 Princeton University, Department of Chemistry (80 students, 3 sections) • Average rating for instructor: 3.98/5.00

Teaching Assistant, Intensive General Chemistry Laboratory Spring 2007–2008 Julia Kalow: curriculum vitae 4

Columbia University, Department of Chemistry (12 students, 2 sections)

Peer-Led Learning Center Fall 2006 Columbia University, Department of Chemistry

SERVICE AND AFFILIATIONS

Discussion leader, Gordon Research Seminar in Polymer Chemistry 2015 Reviewer, Macromolecules 2014–present Member, Materials Research Society 2014–present Contributor and team captain, SYNFACTS 2014 Member, American Chemical Society, Division of Organic Chemistry 2011–present

PATENTS

T. M. Swager, E. D. Blankschtein, L. D. Zarzar, V. Sresht, E. M. Sletten, J. A. Kalow, “Compositions and methods for arranging colloid phases.” Filed 2014, US Provisional Patent: 62/073915.

T. M. Swager, E. D. Blankschtein, L. D. Zarzar, V. Sresht, E. M. Sletten, J. A. Kalow, “Compositions and methods for forming emulsions.” Filed 2014, US Provisional Patent: 62/073896.

REFERENCES

Abigail G. Doyle Timothy M. Swager Associate Professor John D. MacArthur Professor Department of Chemistry Department of Chemistry Princeton University Massachusetts Institute of Technology (609) 258-1944 (617) 253-4423 [email protected] [email protected]

David W. C. MacMillan James S. McDonnell Distinguished University Professor Department of Chemistry Princeton University (609) 258-2254 [email protected]