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A Spectroscopic and Computational Study of a Photoinduced Cross‐Dehydrogenative Coupling Reaction of a Stable Semiquinone Radical
Author(s) -
Grilj Jakob,
Todorova Tanya Kumanova,
Yi Chenyi,
Liu ShiXia,
Vauthey Eric,
Decurtins Silvio
Publication year - 2012
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.201201463
Subject(s) - semiquinone , radical , chemistry , photochemistry , spectroscopy , computational chemistry , redox , organic chemistry , physics , quantum mechanics
Norrish‐type‐II reaction on a semiquinone radical : Stable semiquinone radicals serve as novel molecular platforms on which a Norrish‐type‐II photoreaction can be initiated. A detailed reaction scheme involving a 1,5‐hydrogen transfer followed by a cyclization step that finally leads to a new CC bond formation could be verified. Transient absorption spectroscopy and DFT calculations trace convincingly the intermediates and transition states along the reaction path (see scheme).