2007
DOI: 10.1016/j.jphotochem.2006.12.026
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A laser flash photolysis study of dibenzothiophene sulfoxide and benzo[b]naphtho[2,1-d]thiophene-11-oxide

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Cited by 7 publications
(3 citation statements)
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“…93,95 Contrary reports by de Lucas et al found that deoxygenation of a thiophene S-oxide did not occur when the triplet excited state was generated by indirect photolysis (energy transfer from triplet excited benzophenone). 99 Similarly, recent calculations by Jenks also suggest that the observed excited triplet of thiophene S-oxide is too low in energy for deoxygenation. 100 Others suggest that free O( 3 P) is never formed, and that an oxaziradine intermediate is responsible for the observed chemistry.…”
Section: Generation and Reactivity Of Oxygen Atoms In Solutionmentioning
confidence: 94%
“…93,95 Contrary reports by de Lucas et al found that deoxygenation of a thiophene S-oxide did not occur when the triplet excited state was generated by indirect photolysis (energy transfer from triplet excited benzophenone). 99 Similarly, recent calculations by Jenks also suggest that the observed excited triplet of thiophene S-oxide is too low in energy for deoxygenation. 100 Others suggest that free O( 3 P) is never formed, and that an oxaziradine intermediate is responsible for the observed chemistry.…”
Section: Generation and Reactivity Of Oxygen Atoms In Solutionmentioning
confidence: 94%
“…Additionally, it was found that the photooxygenation of benzene by 37 affords phenol (Scheme 13). 52 Recently, this issue has been readdressed by Jenks et al 53 While it has been stated that DBTO 2 20 is photostable in non-hydrogen donating sol vents, this sulfone does undergo photochemical transformation in alcohols, especially in isopropanol, where biphenyl 54 is obtained as the major product (Scheme 16). 51 The quantum yield of the photodeoxygenation in water was found to be much higher than that in organic solvents.…”
Section: Photochemistry Of Dibenzothiophene S-oxides and Dibenzothiopmentioning
confidence: 99%
“…However, continued irradiation of triplet 19 does not lead to deoxygenation, so that simple S-O bond cleavage of 19* does not seem to be involved in the deoxygenation reaction. 52 Recently, this issue has been readdressed by Jenks et al 53 While it has been stated that DBTO 2 20 is photostable in non-hydrogen donating sol vents, this sulfone does undergo photochemical transformation in alcohols, especially in isopropanol, where biphenyl 54 is obtained as the major product (Scheme 16). 34 It is believed that biphenylsulfinic acid 52 is an intermediate in the transformation.…”
Section: Photochemistry Of Dibenzothiophene S-oxides and Dibenzothiophene Ss-dioxidesmentioning
confidence: 99%