Direct Activation of a Remote C(sp3 )-H Bond Enabled by a Visible-Light Photosensitized Allene Moiety.
Despite allene derivatives have been always regarded as a radical accepter in traditional radical chemistry for decades, the reactivity of allene derivatives under excited state in radical chemistry was rarely explored. Herein, we wish to report an example to engage triplet-excited state of allene moiety as hydrogen-atom-transfer (HAT) partner in the activation of remote sp3 C-H bond via visible-light irradiation under mild reaction conditions with broad substrate scope and good functional-group tolerance. The reaction mechanism involving the generation of triplet excited state of allene derivative and the subsequent HAT process was supported by deuterium labeling, kinetic analysis experiments and DFT calculations.
['Liu|Jiaxin|J|', 'Wei|Yin|Y|', 'Shi|Min|M|http://orcid.org/0000-0003-0016-5211']
allenes triplet excited state energy transfer remote sp3 C−H bond activation visible-light photocatalysis