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Visible‐Light‐Mediated Charge Transfer Enables C−C Bond Formation with Traceless Acceptor Groups
Author(s) -
James Michael J.,
StriethKalthoff Felix,
Sandfort Frederik,
Klauck Felix J. R.,
Wagener Felicitas,
Glorius Frank
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201901397
Subject(s) - chemistry , photoexcitation , enamine , acceptor , photochemistry , covalent bond , electron transfer , electron acceptor , visible spectrum , combinatorial chemistry , catalysis , organic chemistry , materials science , physics , optoelectronics , nuclear physics , excited state , condensed matter physics
The development and application of traceless acceptor groups in photochemical C−C bond formation is described. This strategy was enabled by the photoexcitation of electron donor–acceptor (EDA) complexes with visible light. The traceless acceptors, which were readily prepared from amino acid and peptide feedstocks, could be used to alkylate a wide range of heteroarene and enamine donors under metal‐ and peroxide‐free conditions. The crucial role of the EDA complexes in the mechanism of these reactions was explored through combined experimental and computational studies.