PUBLICATIONS
Peer-Reviewed Articles
2025
Lin, E.; Wang, J. Z.; Mao, E.; Tsang, S.; Carsch, K. M.; Kullmer, C. N. P.; McNamee, R. E.; Long, J. R.; Le, C.; MacMillan, D. W. C.
Alcohols and aryl carboxylic acids are among the most commercially abundant, synthetically versatile, and operationally convenient building blocks in organic chemistry. Despite their widespread availability, the direct formation of C(sp3)–C(sp2) bonds from these functional groups remains a challenge. Recently, our group developed robust protocols to harness alcohols as alkyl radical precursors, but the activation of aryl acids remains relatively unexplored. Herein, we describe the merger of N-heterocyclic carbene (NHC)-mediated deoxygenation and nickel-mediated decarbonylation of aryl acids toward C(sp3)–C(sp2) bond formation. The utility of this method is demonstrated through the synthesis of a diverse range of aryl–alkyl cross-coupled products and the late-stage functionalization of complex molecules, including drugs, natural products, and biomolecules.
Alcohols and aryl carboxylic acids are among the most commercially abundant, synthetically versatile, and operationally convenient building blocks in organic chemistry. Despite their widespread availability, the direct formation of C(sp3)–C(sp2) bonds from these functional groups remains a challenge. Recently, our group developed robust protocols to harness alcohols as alkyl radical precursors, but the activation of aryl acids remains relatively unexplored. Herein, we describe the merger of N-heterocyclic carbene (NHC)-mediated deoxygenation and nickel-mediated decarbonylation of aryl acids toward C(sp3)–C(sp2) bond formation. The utility of this method is demonstrated through the synthesis of a diverse range of aryl–alkyl cross-coupled products and the late-stage functionalization of complex molecules, including drugs, natural products, and biomolecules.
Oh, J.; Zheng, S.-L.; Carsch, K. M.; Latendresse, T. P.; Casaday, C. E.; Campbell, B. M.; Betley, T. A.
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Zheng, S.-L.; Litak, N. P.; Campbell, M. G.; Handford, R. C.; Dilek, D. K.; Carsch. K. M.; Betley, T. A.
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Tkachenko, N. V.; Yabuuchi, Y.; Carsch, K. M.; Furukawa, H.; Long, J. R.; Head-Gordon, M.
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2024
Juda, C.; Casaday, C.; Teesdale, J.; Bartholomew, A.; Lin, B.; Carsch, K. M.; Musgrave, R.; Zheng, S-L.; Wang, X.; Hoffmann, C.; Wang, S.-Y.; Chen, Y.S.; Betley, T.A.
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Rohde, R. C.†; Carsch, K. M.†; Dods, M. N.; Jiang, H. Z. H.; McIsaac, A. R.; Klein, R. A.; Kwon, H.; Karstens, S. L.; Wang, Y.; Huang, A. J.; Taylor, J. W.; Yabuuchi, Y.; Tkachenko, N. V.; Meihaus, K. R.; Furukawa, H.; Yanhe, D. R.; Engler, K. E.; Bustillo, K. C.; Minor, A. M.; Reimer, J. A.; Head-Gordon, M.; Brown, C. M.; Long. J. R.
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Yabuuchi, Y.; Furukawa, H; Carsch, K. M.; Klein, R.A.; Tkachenko, N. V.; Huang, A. J.; Cheng, Y.; Taddei, K. M.; Novak, E.; Brown, C. M.; Head-Gordon, M.; Long, J. R.
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Carsch, K. M.; Huang, A. J.; Dods, M. N.; Parker, S. T.; Rohde, R. C.; Jiang, H. Z. H.; Yabuuchi, Y.; Kwon, H.; Karstens, S. L.; Chakraborty, R.; Bustillo, K. C. Meihaus, K. R.; Furukawa, H.; Minor, A. M.; Head-Gordon, M.; Long. J. R.
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Chakraborty, R.; Talbot, J. J.; Shen, H.; Yabuuchi, Y.; Carsch, K. M.; Jiang, H. Z. H.; Furukawa, H.; Long, J. R.; Head-Gordon, M.
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2023
Carsch, K. M.; North, S.; DiMucci, I. M.; Iliescu, A.; Vojackova, P.; Cundari, T. R.; Lancaster, K. M.; Betley, T. A.
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Funke, L. M.; Chakraborty, R.; Carsch, K. M.; Head-Gordon, M.; Long, J. R.; Reimer, J. A.
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2022
Chakraborty, R.; Carsch, K. M.; Jaramillo, D. E.; Yabuuchi, Y.; Furukawa, H.; Long, J. R.; Head-Gordon, M.
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2021
Carsch, K. M.†; Iliescu, A.†; McGillicuddy, R. D.; Mason, J. A.; Betley, T. A.
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Carsch, K. M.; Ho, W.; Lui, K. H.; Valtierra, G.; Dogutan, D. L.; Nocera, D. G.; Zheng, S.-L.
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Carsch, K. M.; Elder, S. E.; Dogutan, D. K.; Nocera, D. G.; Yang, J.; Zheng, S.-L.; Daniel, T.; Betley, T. A.
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2020
Carsch, K. M.; DiMucci, I. M.; Lukens, J. T.; Iovan, D.A.; Zheng, S.-L.; Lancaster, K. M.; Betley, T. A.
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2019
DiMucci, I. M.†; Lukens, J. T.†; Chatterjee, S.†; Carsch, K. M.; Titus, C. J.; Lee, S. J.; Nordlund, D.; Betley, T. A.; MacMillan, S. N.; Lancaster, K. M.
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Carsch, K. M.; DiMucci, I. M.; Iovan, D. A.; Li, A.; Zheng, S.-L.; Titus, C. J.; Lee, S. J.; Irwin, K. D.; Nordlund, D.; Lancaster, K. M.; Betley, T. A.
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Lionetti, D.; Suseno, S.; Tsui, E.Y.; Lu, L.; Stich, T. A.; Carsch, K. M.; Nielsen, R. J.; Goddard, A. W.; Britt, R. D.; Agapie, T.
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2017
Carsch, K. M.; de Ruiter, G.; Agapie, T.
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de Ruiter, G.; Carsch, K. M.; Takase, M., Agapie, T.
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de Ruiter, G.†; Carsch, K. M.†; Gul, S.; Chatterjee, R.; Thompson. N. B.; Takase, M. K.; Yano, J.; Agapie, T.
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2014
Kanady, J. S.; Lin, P. L.; Carsch, K. M.; Nielsen, R.J.; Takase, M.K.; Goddard, W.A.; Agapie, T.
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2012
Jiajun, M.; Carsch, K. M.; Freitag, C. R.; Gunnoe, T. B.; Cundari, T. R.
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Carsch, K. M.; Cundari, T. R.
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PATENTS
Kurtis M. Carsch, Rachel C. Rohde, Jeffrey R. Long. Isothermal π-Acid Separation with Porous Materials. US Provisional Patent Application filing in progress.
Kurtis M. Carsch, Jeffrey R. Long. Direct Capture of Oxygen from Air with Porous Materials. US Provisional Patent 63/460,810 filed on April 20, 2023.
Kurtis M. Carsch, Jesse L. Peltier, J. Börgel, Jeffrey R. Long. Selective Carbon Monoxide Uptake by Porous Materials with Metal Carbanions. US Provisional Patent 63/516,154 filed on June 13, 2023.
Rachel C. Rohde, Kurtis M. Carsch, Jeffrey R. Long. Acidic Gas Capture through Metal–Ligand Insertion in Porous Materials at Elevated Temperatures. US Provisional Patent 63/477,976 filed on December 30, 2022.
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