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Title: Donor-acceptor fluorophores for energy-transfer-mediated photocatalysis
Authors: Lu, Jingzhi
Pattengale, Brian
Liu, Qiuhua
Yang, Sizhuo
Shi, Wenxiong
Li, Shuzhou
Huang, Jier
Zhang, Jian
Keywords: Engineering::Materials
Issue Date: 2018
Source: Lu, J., Pattengale, B., Liu, Q., Yang, S., Shi, W., Li, S., . . . Zhang, J. (2018). Donor–acceptor fluorophores for energy-transfer-mediated photocatalysis. Journal of the American Chemical Society, 140(42), 13719-13725. doi:10.1021/jacs.8b07271
Journal: Journal of the American Chemical Society
Abstract: Triplet-triplet energy transfer (EnT) is a fundamental activation pathway in photocatalysis. In this work, we report the mechanistic origins of the triplet excited state of carbazole-cyanobenzene donor-acceptor (D-A) fluorophores in EnT-based photocatalytic reactions and demonstrate the key factors that control the accessibility of the 3LE (locally excited triplet state) and 3CT (charge-transfer triplet state) via a combined photochemical and transient absorption spectroscopic study. We found that the energy order between 1CT (charge transfer singlet state) and 3LE dictates the accessibility of 3LE/3CT for EnT, which can be effectively engineered by varying solvent polarity and D-A character to depopulate 3LE and facilitate EnT from the chemically more tunable 3CT state for photosensitization. Following the above design principle, a new D-A fluorophore with strong D-A character and weak redox potential is identified, which exhibits high efficiency for Ni(II)-catalyzed cross-coupling of carboxylic acids and aryl halides with a wide substrate scope and high selectivity. Our results not only provide key fundamental insight on the EnT mechanism of D-A fluorophores but also establish its wide utility in EnT-mediated photocatalytic reactions.
ISSN: 0002-7863
DOI: 10.1021/jacs.8b07271
Rights: © 2018 American Chemical Society. All rights reserved.
Fulltext Permission: none
Fulltext Availability: No Fulltext
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