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Photochemically Initiated, Electron‐Transfer‐Catalyzed Diels‐Alder Reactions of Electron‐Rich Dienophiles
Author(s) -
Mlcoch Jiri,
Steckhan Eberhard
Publication year - 1985
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198504121
Subject(s) - alkene , electron transfer , tetrafluoroborate , chemistry , photochemistry , catalysis , electron , excited state , redox , diels–alder reaction , organic chemistry , physics , atomic physics , ionic liquid , quantum mechanics
Photochemically excited triphenylpyrylium tetrafluoroborate catalyzes Diels‐Alder reactions that proceed via an electron‐transfer chain mechanism. By means of a “redox umploung”, an electron‐rich alkene (En) is transformed into the radical cation, which functions as an appropriate electron‐poor dienophile (Sens ⊕ = triphenylpyrylium).