THE PHOTOREDUCTION OF 3-BENZOYLPYRIDINE - AN EXPERIMENTAL AND THEORETICAL-STUDY OF THE FORMATION OF THE INTERMEDIATE LAT

Citation
A. Albini et al., THE PHOTOREDUCTION OF 3-BENZOYLPYRIDINE - AN EXPERIMENTAL AND THEORETICAL-STUDY OF THE FORMATION OF THE INTERMEDIATE LAT, Perkin transactions. 2, (4), 1993, pp. 691-695
Citations number
22
Journal title
ISSN journal
03009580
Issue
4
Year of publication
1993
Pages
691 - 695
Database
ISI
SICI code
0300-9580(1993):4<691:TPO3-A>2.0.ZU;2-9
Abstract
3-Benzoylpyridine (3-BPy) triplet abstracts hydrogen from alcohols to give a ketyl radical similar in its properties to that of benzophenone . In neat isopropanol, the main product of the ketyl radical reactions is the pinacol while in water-isopropanol mixed solvent a 'light abso rbing transient' (LAT) accumulates. This is much more stable than the LAT formed by photolysis of benzophenone and results from the coupling of two 3-BPy ketyl radicals, with attack of one of them on the 6 posi tion of the pyridine ring of the other. Chemical evolution of this int ermediate leads in part to an oxidized product conserving the same ske leton. Theoretical calculations and transient absorption spectroscopy support the structure of the intermediate and the proposed mechanism o f reaction.