Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 14, Pages 4778-4781Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b01001
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Funding
- NSF GRFP
- CSU
- CU Boulder
- NIH [R35GM119702]
- NSF [TG-CHE170050]
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A key feature of prominent transition metal-containing photoredox catalysts (PCs) is high quantum yield access to long-lived excited states characterized by a change in spin multiplicity. For organic PCs, challenges emerge for promoting excited-state intersystem crossing (ISC), particularly when potent excited-state reductants are desired. Herein, we report a design exploiting orthogonal pi-systems and an intermediate-energy charge-transfer excited state to maximize ISC yields (Phi(ISC)) in a highly reducing (E-0* =-1.7 V vs SCE), visible-light-absorbing phenoxazine-based PC. Simple substitution of N-phenyl for N-naphthyl is shown to dramatically increase Phi(ISC) from 0.11 to 0.91 without altering catalytically important properties, such as E-0*.
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