Academic Appointmnets Hirschmann-Makineni Professor of Chemistry, University of Pennsylvania, 2007–present. Allan Day Term Professor of Chemistry, University of Pennsylvania, 2001–2006. Professor of Chemistry, University of Pennsylvania 1999–present. Professor of Chemistry, University of Colorado, Boulder, 1990–1999. Associate Professor of Chemistry, University of Colorado, Boulder, 1988–1990. Assistant Professor of Chemistry, University of Colorado, Boulder, 1981–1988. Education Postdoctoral Research Associate with Professor Barry M. Trost, University of Wisconsin, 1980–1981. Postdoctoral Research Associate with Professor Herbert C. Brown, Purdue University, 1979–1980. Graduate Education: Ph. D., Thesis advisor: Professor Herbert C. Brown, Purdue University, 1979. Undergraduate Education: B. S. with Distinction, Iowa State University, 1975. Eastman Kodak Summer Research Fellow, 1974, 1975.

The central theme of the Molander group’s research is the development of new synthetic methods and their application to the synthesis of organic molecules. The group’s focus centers on catalysis, specifically using robust, air- and water-stable potassium organotrifluoroborates (R-BF3K) as partners in cross-coupling. To this end, we have recently engaged a new strategy involving a photoredox-based oxidation of organotrifluoroborates resulting in radicals that can be effectively funneled into a cross coupling catalytic cycle. Additionally we are exploring the unique chemistry of these boron-based salts and their application towards the synthesis of boron-containing heterocycles known as azaborines. We have also been exploring organofluorine chemistry as well as reductive cross-coupling. These four areas of research are detailed below: PHOTOREDOX CROSS COUPLING SYNTHESIS OF AZABORINES ORGANOFLUORINE CHEMISTRY REDUCTIVE CROSS COUPLING

A General and Practical Route to Functionalized BCP-Heteroaryls Enabled by Photocatalytic Multicomponent Heteroarylation of [1.1.1]Propellane Huang, W.; Keess, S.; and Molander, G. A. Angew. Chem. Int. Ed. 2023, https://doi.org/10.1002/anie.202302223 Alkyl (Het)Arylsulfones from SuFEx Reagents via Photochemical S-F Bond Activation Shreiber, S. T. and Molander, G. A. Org. Lett. 2023, doi.org/10.1021/acs.orglett.3c00447 A General and Modular Approach to BCP Alkylamines via Multicomponent Difunctionalization of [1.1.1]Propellane Huang, W.; Zheng, Y.; Keess, S.; and Molander, G. A. J Am. Chem. Soc. 2023, doi.org/10.1021/jacs.2c13298 Dearomative Intermolecular [2+2] Photocycloaddition for Construction of C(sp3)-rich Heterospirocycles On-DNA Li, L., Matsuo, B., Levitre, G., McLain, E. J., Voight, E., Crane, E. A., and Molander, G. A. Chem. Sci. 2023, doi.org/10.1039/D3SC00144J Transition metal-free photochemical C-F activation for the preparation of difluorinated-oxindole derivatives Matsuo, B., Majhi, J., Granados, A., Sharique, M., Martin, R. T., Gutierrez, O., and Molander, G. A. Chem. Sci.. 2023, doi.org/10.1039/D2SC06179A Photoinduced Vicinal 1,2-Difunctionalization of Olefins for the Synthesis of Alkyl Sulfonamides Sookezian, A. and Molander, G. A. Org. Lett. 2023, doi.org/10.1021/acs.orglett.3c00182 Photochemical Methods Applied to DNA Encoded Library (DEL) Synthesis Matsuo, B., Granados, A., Levitre, G., and Molander, G. A. Acc. Chem. Res. 2023,doi.org/10.1021/acs.accounts.2c00778 Sustainable photo induced decarboxylative chlorination mediated by halogen atom transfer Levitre, G., Granados, A., and Molander, G. A. Green Chem. 2023, doi.org/10.1039/D2GC04578H Practical, scalable, and transition metal-free visible light-induced heteroarylation route to substituted oxindoles Majhi, J., Granados, A., Matsuo, B., Ciccone, V., Dhungana, R. K., Sharique, M., and Molander, G. A. Chem. Sci. 2023, doi.org/10.1039/D2SC05918E Photochemical Intermolecular [3σ + 2σ]-Cycloaddition for the Construction of Aminobicyclo[3.1.1]heptanes Zheng, Y., Huang, W., Dhungana, R.K., Granados, A., Keess, S., Makvandi, M., Molander, G.M. J. Am. Chem. Soc. 2022, doi.org/10.1021/jacs.2c11501 Trifunctionalization of Cinnamyl Alcohols Provides Access to Brominated a,a-Difluoro-y-lactones via a Photoinduced Radical-Polar-Radical Mechanism Dhungana, R.K., Granados, A., Ciccone, V., Martin, R.T., Majhi, J., Sharique, M., Gutierrez, O., Molander, G.M. ACS Catal. 2022, doi.org/10.1021/acscatal.2c05514 Visible-Light Induced C-F Bond Activation for the Difluoroalkylation of Indoles Shreiber, S. T., Granados, A., Matsuo, B., Majhi, J., Campbell, M. W., Pate, S., and Molander, G. A. Org. Lett. 2022, doi.org/10.1021/acs.orglett.2c03549 One Step Synthesis of Unsymmetrical 1,3-Disubstituted BCP Ketones via Nickel/Photoredox-Catalyzed [1.1.1]Propellane Multicomponent Dicarbofunctionalization Huang, W., Keess, S., and Molander, G. A. Chem. Sci., 2022, doi: 10.1039/D2SC05100A. Metal-Free Photochemical Imino-Alkylation of Alkenes with Bifunctional Oxime Esters Majhi, J., Dhungana, R. K., Rentería-Gomez, A., Sharique, M., Li, L., Dong, W., Gutierrez, O., and Molander, G. A. J. Am. Chem. Soc., 2022, doi:10.1021/jacs.2c07170. 1,2-Radical Shifts in Photoinduced Synthetic Organic Transformations: A Guide to the Reactivity of Useful Radical Synthons Matsuo, B., Granados, A., Majhi, J., Sharique, M., Levitre, G., and Molander, G. A. ACS Org. Inorg. Au , 2022, doi:10.1021/acsorginorgau.2c00032. A Three-Component Difunctionalization of N-Alkenyl Amides via Organophotoredox Radical-Polar Crossover Dhungana, R. K., Granados, A., Sharique, M., Majhi, J. and Molander, G. A. Chem. Comm. , 2022, doi:10.1039/D2CC04101D. Exploiting the sp2 character of bicyclo[1.1.1]pentyl radicals in the transition-metal-free multi-component difunctionalization of [1.1.1]propellane Dong, W., Yen-Pon, E., Li, L., Bhattacharjee, A., Jolit, A. and Molander, G. A. Nature Chemistry , 2022, doi:10.1038/s41557-022-00979-0. Solid-Phase Photochemical Peptide Homologation Cyclization Elbaum, M. B., Elkhalifa, M. A., Molander, G. A., and Chenoweth, D. M. Org. Lett. , 2022, doi:10.1021/acs.orglett.2c02012. Dicarbofunctionalization of [1.1.1]Propellane Enabled by Nickel/Photoredox Dual Catalysis: One-Step Multicomponent Strategy for the Synthesis of BCP-Aryl Derivatives Huang, W., Keess, S., and Molander, G. A. J. Am. Chem. Soc. , 2022, doi:10.1021/jacs.2c05304. From Styrenes to Fluorinated Benzyl Bromides: A Photoinduced Difunctionalization via Atom Transfer Radical Addition Granados, A., Dhungana, R., Sharique, M., Majhi, J., and Molander, G. A. Org. Lett. , 2022, doi:10.1021/acs.orglett.2c01699. On-DNA Hydroalkylation to Introduce Diverse Bicyclo[1.1.1]pentanes and Abundant Alkyls via Halogen Atom Transfer Yen-Pon, E., Li, L., Levitre, G., Majhi, J., McClain, E. J., Voight, E. A., Crane, E. A., and Molander, G. A. J. Am. Chem. Soc. , 2022, doi:10.1021/jacs.2c03025 . A practical and sustainable two-component Minisci alkylation via photo-induced EDA-complex activation Sharique, M., Majhi, J., Dhungana, R. K., Kammer, L. M., Krumb, M., Lipp, A., Romero, E., and Molander, G. A. Chem. Sci., 2022, doi:10.1039/d2sc01363k . Synthesis of α-Fluorinated Areneacetates through Photoredox/Copper Dual Catalysis Levitre, G., Granados, A., Cabrera-Afonso, M.J., and Molander, G. A. Org. Lett., 2022, doi:10.1021/acs.orglett.2c00969. Thianthrenium-enabled sulfonylation via electron donor-acceptor complex photoactivation Granados, A., Cabrera-Afonso, M. J., Escolano, M., Badir, S. O., Molander, G. A. Chem. Catal., 2022, doi:10.1016/j.checat.2022.03.007. Sustainable Thioetherification via Electron Donor-Acceptor Photoactivation using Thianthrenium Salts Cabrera-Afonso, M. J., Granados, A., Molander, G.A., Angew. Chem. Int. Ed., 2022, doi:10.1002/anie.202202706. Nickel-Mediated Synthesis of Non-Anomeric C-Acyl Glycosides through Electron Donor–Acceptor Complex Photoactivation Escolano, M., Cabrera-Alfonso, M.J., Ribagorda, M., Badir, S.O., Molander, G.A., J. Org. Chem., 2022, doi:10.1021/acs.joc.1c0304. “Photochemical C–H Arylation of Heteroarenes for DNA-Encoded Library Synthesis.” Krumb, M., Kammer, L.M., Badir, S.O., Cabrera-Afonso, M.J., Wu, V.E., Haung, M., Csakai, A., Marcaurelle, L.A., Molander, G.A., Chem. Sci., 2021, Article ASAP, . “Photochemical C–F Activation Enables Defluorinative Alkylation of Trifluoroacetates and -Acetamides.” Campbell, M.W., Polites, V.C., Patel, S., Lipson, J.E., Majhi, J., Molander, G.A., J. Am. Chem. Soc., 2021, Article ASAP, . “Solid-Phase Photochemical Decarboxylative Hydroalkylation of Peptides.” Elkhalifa, M., Elbaum, M.B., Chenoweth, D.M., Molander, G.A., Org. Lett., 2021, Article ASAP, . “Photoredox-Mediated Hydroalkylation and Hydroarylation of Functionalized Olefins for DNA-Encoded Library Synthesis.” Badir, S.O., Lipp, A., Krumb, M., Cabrera-Afonso, M.J., Kammer, L., Wu, V., Huang, M., Marcaurelle, L., Molander, G. A.,Chem. Sci., 2021, Article ASAP, . “Nickel-Catalyzed Decarboxylative Cross-Coupling of Bicyclo[1.1.1]pentyl Radicals Enabled by Electron Donor–Acceptor Complex Photoactivation.” Polites, V.C., Badir, S.O., Keess, S., Jolit, A., Molander, G. A.,Org. Lett., 2021, Article ASAP, . “Photoinduced 1,2-Dicarbofunctionalization of Alkenes with Organotrifluoroborate Nucleophiles via Radical/Polar Crossover.” Cabrera-Afonso, M.J., Sookezian, A., Badir, S.O., El Khatib, M., Molander, G. A.,Chem. Sci., 2021, 12, 9189-9195. “Accessing Aliphatic Amines in C–C Cross-Couplings by Visible Light/Nickel Dual Catalysis.” Dong, W., Badir, S.O., Zhang, X., Molander, G. A.,Org. Lett., 2021, 23, 4250-4255 . “Catalyst-Free Decarbonylative Trifluoromethylthiolation Enabled by Electron Donor–Acceptor Complex Photoactivation.” Lipp, A., Badir, S.O., Dykstra, R., Gutierrez, O., Molander, G. A.,Adv. Synth. Catal., 2021, 363, 3507-3520 . “Photoactive Electron Donor-Acceptor Complex Platform for Ni-Mediated C(sp3)–C(sp2) Bond Formation.” Kammer, L.M., Badir, S.O., Hu, R., Molander, G. A.,Chem. Sci., 2021, 12, 5450-5457 . “Photochemical C–H Activation Enables Nickel-Catalyzed Olefin Dicarbofunctionalization.” Campbell, M.W., Yuan, M., Polities, V.C., Gutierrez, O., Molander, G. A.,J. Am. Chem. Soc., 2021, 143, 3901-3910 . “Selectivity in the Elaboration of Bicyclic Borazarenes.” Bhattacharjee, A., Davies G. H. M., Saeednia, B. , Molander, G. A.,Adv. Synth. Catal., 2020,363, 1-19. doi: 10.1002/adsc.202001384. “Developments in Photoredox-Mediated Alkylation for DNA-Encoded Libraries.” Patel, S., Badir, S. O., Molander, G. A.,Trends Chem., 2020,, Just Accepted doi: 10.1016/j.trechm.2020.11.010. “Stereoinduction in Metallaphotoredox Catalysis.” Lipp, A., Badir, S. O., Molander, G. A.,Angew. Chem. Int. Ed., 2020,, Just Accepted doi: 10.1002/anie.202007668. “Developments in Photoredox/Nickel Dual-Catalyzed 1,2-Difunctionalizations.” Badir, S. O., Molander, G. A.,Chem., 2020,6, 1327-1339. doi: 10.1016/j.chempr.2020.05.013. “On the Nature of C(sp3)–C(sp2) Bond Formation in Nickel-Catalyzed Tertiary Radical Cross-Couplings: A Case Study of Ni/Photoredox Catalytic Cross-Coupling of Alkyl Radicals and Aryl Halides.” Yuan, M., Song, Z., Badir, S. O., Molander, G. A., Gutierrez, O.J. Am. Chem. Soc., 2020,142, 7225-7234. doi: doi.org/10.1021/jacs.0c02355. “Diastereoselective olefin amidoacylation via photoredox PCET/nickel-dual catalysis: reaction scope and mechanistic insights.” Zheng, S., Zhang, S., Saeednia, B., Zhou, J. Anna, J. M., Hong, X., Molander, G. A.Chem. Sci., 2020,11, 4131-4137. doi: doi.org/10.1039/D0SC01459A. “Photoredox Mediated Net Neutral Radical/Polar Crossover Reactions.” Wiles, R. J., Molander, G. A.Isreal Journal of Chemistry, 2020, Review Article. doi: doi.org/10.1002/ijch.201900166. “Multifunctional Building Blocks Compatible with Photoredox-Mediated Alkylation for DNA-Encoded Library Synthesis.” Badir, S. B.; Sim, J.; Billings, K.; Csakai, A.; Zhang, X.; Dong, W.; Molander, G. A., Org. Lett., 2020, 22, 1046. doi: doi.org/10.1021/acs.orglett.9b04568. “Radical–Polar Crossover Annulation: A Platform for Accessing Polycyclic Cyclopropanes.” Milligan, J. A.; Burns, K.; Le, A.; Polites, V. C.; Wang, Z.-J.; Molander, G. A.; Kelly, C. B. Adv. Synth. Catal., 2020, 362 242. doi: doi.org/10.1002/adsc.201901051.