Visible-light-mediated C(sp3)-H activation by photo-induced hydrogen-atom transfer

Visible-light-mediated C(sp3)-H activation by photo-induced hydrogen-atom transfer Journal of Photochemistry and Photobiology A: Chemistry 355 (2018) 109–113 Contents lists available at ScienceDirect Journal of Photochemistry and Photobiology A: Chemistry journal homepa ge: www.elsev ier.com/locate/jphotochem Invited feature article Visible-light-mediated C(sp )-H activation by photo-induced hydrogen-atom transfer Han Li, Ming-Tian Zhang Center of Basic Molecular Science (CBMS), Department of Chemistry, Tsinghua University, Beijing, 100084, China A R T I C L E I N F O A B S T R A C T Article history: Visible-light-mediated C(sp )-H activation has recently emerged as a powerful tool for functionalization Received 17 July 2017 Received in revised form 18 September 2017 of CH bonds. In this work, we reported that the triplet state of Lumiflavin is a good candidate to directly Accepted 30 September 2017 abstract hydrogen atom from C(sp )-H substrates. Following photoexcitation by visible light (440 nm), Available online 31 October 2017 the organic molecule Lumiflavin (LF) can form the excited-state *LF, which is competent to oxidize a range of CH substrates. Product analysis and kinetic data showed that these reactions occurred via rate Keywords: determining hydrogen-atom-transfer (HAT), with a linear correlation for log(k) vs BDE (CH) and Triplet-excited flavin KIE = 3.2 for 9, 10-dihydroantracene (DHA). http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Journal of Photochemistry and Photobiology A: Chemistry Elsevier

Visible-light-mediated C(sp3)-H activation by photo-induced hydrogen-atom transfer

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Publisher
Elsevier
Copyright
Copyright © 2017 Elsevier B.V.
ISSN
1010-6030
eISSN
1873-2666
D.O.I.
10.1016/j.jphotochem.2017.09.077
Publisher site
See Article on Publisher Site

Abstract

Journal of Photochemistry and Photobiology A: Chemistry 355 (2018) 109–113 Contents lists available at ScienceDirect Journal of Photochemistry and Photobiology A: Chemistry journal homepa ge: www.elsev ier.com/locate/jphotochem Invited feature article Visible-light-mediated C(sp )-H activation by photo-induced hydrogen-atom transfer Han Li, Ming-Tian Zhang Center of Basic Molecular Science (CBMS), Department of Chemistry, Tsinghua University, Beijing, 100084, China A R T I C L E I N F O A B S T R A C T Article history: Visible-light-mediated C(sp )-H activation has recently emerged as a powerful tool for functionalization Received 17 July 2017 Received in revised form 18 September 2017 of CH bonds. In this work, we reported that the triplet state of Lumiflavin is a good candidate to directly Accepted 30 September 2017 abstract hydrogen atom from C(sp )-H substrates. Following photoexcitation by visible light (440 nm), Available online 31 October 2017 the organic molecule Lumiflavin (LF) can form the excited-state *LF, which is competent to oxidize a range of CH substrates. Product analysis and kinetic data showed that these reactions occurred via rate Keywords: determining hydrogen-atom-transfer (HAT), with a linear correlation for log(k) vs BDE (CH) and Triplet-excited flavin KIE = 3.2 for 9, 10-dihydroantracene (DHA).

Journal

Journal of Photochemistry and Photobiology A: ChemistryElsevier

Published: Mar 15, 2018

References

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