Photofragmentation of a benzophenone derivative having benzylic C–O bond studied by laser flash photolysis in solution

Photofragmentation of a benzophenone derivative having benzylic C–O bond studied by laser flash... Photochemical profiles of p-(4-phenylphenoxy)methylbenzophenone (PPMeBP) in solution were investigated by means of emission and transient absorption measurements. PPMeBP showed that fluorescence originating from the corresponding p-phenylphenoxy (PP) moiety at 295 K, and dual phosphorescence originating from the corresponding p-benzoylbenzyl (BB) and PP moieties at 77 K was observed. These observations indicated that the BB and PP moieties of PPMeBP have very little electronic conjugation. 266- and 308-nm laser flash photolyses of PPMeBP showed the formation of the p-phenylphenoxy radical, indicating that photoexcited PPMeBP undergoes C–O bond cleavage. Upon 355-nm laser photolysis of PPMeBP, the C–O bond did not dissociate, and formation of the triplet state of the PP moiety was observed. The apparent quantum yields of fragmentation of PPMeBP were found to depend on the excitation wavelength. Triplet sensitization of PPMeBP using benzophenone revealed that the C–O bond does not cleave in the triplet state of the PP moiety. Based on the schematic energy diagram for excited PPMeBP, the mechanism of the C–O bond was discussed. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Photofragmentation of a benzophenone derivative having benzylic C–O bond studied by laser flash photolysis in solution

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Publisher
Springer Journals
Copyright
Copyright © 2009 by Springer Science+Business Media B.V.
Subject
Chemistry; Inorganic Chemistry ; Physical Chemistry ; Catalysis
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-008-0020-6
Publisher site
See Article on Publisher Site

Abstract

Photochemical profiles of p-(4-phenylphenoxy)methylbenzophenone (PPMeBP) in solution were investigated by means of emission and transient absorption measurements. PPMeBP showed that fluorescence originating from the corresponding p-phenylphenoxy (PP) moiety at 295 K, and dual phosphorescence originating from the corresponding p-benzoylbenzyl (BB) and PP moieties at 77 K was observed. These observations indicated that the BB and PP moieties of PPMeBP have very little electronic conjugation. 266- and 308-nm laser flash photolyses of PPMeBP showed the formation of the p-phenylphenoxy radical, indicating that photoexcited PPMeBP undergoes C–O bond cleavage. Upon 355-nm laser photolysis of PPMeBP, the C–O bond did not dissociate, and formation of the triplet state of the PP moiety was observed. The apparent quantum yields of fragmentation of PPMeBP were found to depend on the excitation wavelength. Triplet sensitization of PPMeBP using benzophenone revealed that the C–O bond does not cleave in the triplet state of the PP moiety. Based on the schematic energy diagram for excited PPMeBP, the mechanism of the C–O bond was discussed.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Jan 30, 2009

References

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