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New Frontiers in Chemical Reactivity Via Catalytic Hydrogen Atom Transfer

Award Number: R35GM142738
ORGANIZATION: NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES
OPDIV: NIH
AWARD CLASS: DISCRETIONARY
AWARD ACTIVITY TYPE: SCIENTIFIC/HEALTH RESEARCH (INCLUDES SURVEYS)
PERIOD OF PERFORMANCE START DATE: 07/01/2021
PERIOD OF PERFORMANCE END DATE: 04/30/2031

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New Frontiers in Chemical Reactivity Via Catalytic Hydrogen Atom Transfer - PROJECT SUMMARY Hydrogen atom transfer (HAT), or the movement of one proton and one electron simultaneously, is an increasingly important element in synthetic methodology. While nature has made extensive use of HAT steps in processes such as those performed by desaturase and mutase enzymes, synthetic chemists are still working to realize the potential of this powerful, radical transformation. Building on the discovery of new iron/thiol and vitamin B12 HAT catalytic systems during the previous MIRA project period, this renewal describes two important new areas enabled by HAT that the PI will explore over the next 5 years: modular functionalization of substrates using iron/thiol photocatalysis and tunable VB12 HAT photocatalysis. The PI is prepared to make an impact in this important field based on the highly productive previous MIRA project period, where he developed new HAT- mediated reactions using uniquely flexible iron/thiol and vitamin B12/thiol cocatalytic systems including the first asymmetric radical hydrogenation, alkene hydrofluoroalkylation using carboxylic acids, and anti-Markovnikov hydrochlorination of alkenes and alkynes. The first area of research concerns new applications of iron/thiol cocatalysis for elusive and complexity-generating transformations of high utility to synthesis of bioactive molecule synthesis. One goal of this project is realizing direct and regioselective alkene hydrofunctionalization using iron/thiol cocatalysis, including hydroheterofunctionalization and hydroalkylation (Project 1a). A simultaneous, independent goal is to achieve alkene difunctionalization using this same cocatalyst system, including dialkylation, annulative ring formations, and arylalkylation (Project 1b). Finally, we have obtained promising preliminary data supporting that this same system is uniquely effective for alkyl stereochemical editing and will develop powerful new epimerization and hydrogen isotope labeling methods based on these results. The second area of research is centered on controlling the HAT reactivity of VB12 as a single component catalyst to partition between both desaturative and hydrogenative reactions. This goal will be achieved by controlling the concentration of cobalt metalloradical and cobalt hydride to divert reactivity toward HAT abstraction or donation. Together, the proposed research will leverage the unique reactivity HAT and developed expertise in the PI's laboratory to deliver a suite of new catalytic reactions to streamline the synthesis of molecules important to human health.


Issue Date FY	Funding FY	Legal Entity Name	Legal Entity Address	Legal Entity City	Legal Entity State	Legal Entity Zip Code	Legal Entity COUNTY	Legal Entity COUNTRY	Assistance Listing	Award Code	Budget Year	Action Date	Action Type	Action Amount

Issue Date FY: 2026 ( Subtotal = $406,151 )
2026	2026	WILLIAM MARSH RICE UNIVERSITY	6100 MAIN ST	HOUSTON	TX	77005	HARRIS	USA	Biomedical Research and Research Training	002	6	5/26/2026	COMPETING CONTINUATION	$406,151
2026	2025	WILLIAM MARSH RICE UNIVERSITY	6100 MAIN ST	HOUSTON	TX	77005	HARRIS	USA	Biomedical Research and Research Training	000	5	4/3/2026	NON-COMPETING CONTINUATION	$0
2026	2025	WILLIAM MARSH RICE UNIVERSITY	6100 MAIN ST	HOUSTON	TX	77005	HARRIS	USA	Biomedical Research and Research Training	001	5	5/15/2026	NON-COMPETING CONTINUATION	$0
														Subtotal = $406,151

Issue Date FY: 2025 ( Subtotal = $368,410 )
2025	2025	WILLIAM MARSH RICE UNIVERSITY	6100 MAIN ST	HOUSTON	TX	77005	HARRIS	USA	Biomedical Research and Research Training	000	5	4/17/2025	NON-COMPETING CONTINUATION	$368,410
														Subtotal = $368,410

Issue Date FY: 2024 ( Subtotal = $368,410 )
2024	2024	WILLIAM MARSH RICE UNIVERSITY	6100 MAIN ST	HOUSTON	TX	77005	HARRIS	USA	Biomedical Research and Research Training	000	4	4/9/2024	NON-COMPETING CONTINUATION	$331,569
2024	2024	WILLIAM MARSH RICE UNIVERSITY	6100 MAIN ST	HOUSTON	TX	77005	HARRIS	USA	Biomedical Research and Research Training	001	4	7/30/2024	NON-COMPETING CONTINUATION	$36,841
														Subtotal = $368,410

Issue Date FY: 2023 ( Subtotal = $368,410 )
2023	2023	WILLIAM MARSH RICE UNIVERSITY	6100 MAIN ST	HOUSTON	TX	77005	HARRIS	USA	Biomedical Research and Research Training	000	3	6/29/2023	NON-COMPETING CONTINUATION	$368,410
														Subtotal = $368,410

Issue Date FY: 2022 ( Subtotal = $377,546 )
2022	2022	WILLIAM MARSH RICE UNIVERSITY	6100 MAIN ST	HOUSTON	TX	77005	HARRIS	USA	Biomedical Research and Research Training	000	2	4/11/2022	NON-COMPETING CONTINUATION	$339,791
2022	2022	WILLIAM MARSH RICE UNIVERSITY	6100 MAIN ST	HOUSTON	TX	77005	HARRIS	USA	Biomedical Research and Research Training	001	2	6/22/2022	NON-COMPETING CONTINUATION	$37,755
														Subtotal = $377,546

Issue Date FY: 2021 ( Subtotal = $377,546 )
2021	2021	WILLIAM MARSH RICE UNIVERSITY	6100 MAIN ST	HOUSTON	TX	77005	HARRIS	USA	Biomedical Research and Research Training	000	1	6/29/2021	NEW	$377,546
														Subtotal = $377,546

Grand Total All Awards = $2,266,473

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New Frontiers in Chemical Reactivity Via Catalytic Hydrogen Atom Transfer

Award Number: R35GM142738

ORGANIZATION: NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES

OPDIV: NIH

AWARD CLASS: DISCRETIONARY

AWARD ACTIVITY TYPE: SCIENTIFIC/HEALTH RESEARCH (INCLUDES SURVEYS)

PERIOD OF PERFORMANCE START DATE: 07/01/2021

PERIOD OF PERFORMANCE END DATE: 04/30/2031

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