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Photo‐induced single electron transfer addition of triphenylgermane to conjugated carbonyl compounds: competitive radical addition
Author(s) -
Feddouli A.,
El Kadib A.,
Rivière P.,
Delpech F.,
RivièreBaudet M.,
Castel A.,
Manriquez M. J.,
Chavez I.,
Ait Itto M. Y.,
Ahbala M.
Publication year - 2004
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.614
Subject(s) - chemistry , ketone , conjugated system , adduct , photochemistry , electron transfer , radical cyclization , addition reaction , organic chemistry , catalysis , polymer
Conjugated ketones are poorly reactive towards triphenylgermane under radical conditions, but in their excited state they can undergo single electron transfer (SET) reactions. The SET reaction, through the formation of a germanium‐centred radical, initiates a competitive and divergent radical addition. In the case of carvone, the SET adduct was isolated pure from the reaction of triphenylgermyllithium with the same ketone. Copyright © 2004 John Wiley & Sons, Ltd.