Photodeoxygenation of Dibenzothiophene Sulfoxide:  Evidence for a Unimolecular S−O Cleavage Mechanism1

DD Gregory, Z Wan, WS Jenks - Journal of the American Chemical …, 1997 - ACS Publications
Photolysis of dibenzothiophene sulfoxide results in the formation of dibenzothiophene and
oxidized solvent. Though quantum yields are low, chemical yields of the sulfide are quite …

Photodeoxygenation of Dibenzothiophene S-Oxide Derivatives in Aqueous Media

J Korang, WR Grither, RD McCulla - Journal of the American …, 2010 - ACS Publications
The use of atomic oxygen (O (3P)) as potent oxidant in water has suffered from the lack of a
facile, efficient source. The photodeoxygenation of aromatic sulfoxides to the corresponding …

Electrophilic oxidant produced in the photodeoxygenation of 1, 2-benzodiphenylene sulfoxide

E Lucien, A Greer - The Journal of Organic Chemistry, 2001 - ACS Publications
We report that the photodeoxygenation of 1, 2-benzodiphenylene sulfoxide, 1, generates an
intermediate capable of oxidizing the solvent benzene to phenol. The reactivity of the …

Photochemistry of Substituted Dibenzothiophene Oxides: The Effect of Trapping Groups1

M Nag, WS Jenks - The Journal of Organic Chemistry, 2005 - ACS Publications
Photolyses of dibenzothiophene sulfoxides (DBTOs) with intramolecular trapping
functionalities attached in the 4-position show higher quantum yields of deoxygenation …

Photooxidation of Sulfenic Acid Derivatives. 3. Oxygen Isotopic Tracer Evidence for the Origin of the Sulfonyl Products

EL Clennan, H Zhang - The Journal of Organic Chemistry, 1994 - ACS Publications
Isotopic labeling studies with 3202/3602 mixtures during photooxidations of sulfides,
sulfenamides, sulfenate esters, and disulfides reveal that the oxygens in the sulfonyl …

Photochemical deoxygenation of aryl sulfoxides

GM Gurria, GH Posner - The Journal of Organic Chemistry, 1973 - ACS Publications
Several selective and mild chemical methods have recently been reported for reduction of
sulfoxides to the corresponding sulfides. 2 To supplement these reports, we wish to …

Gauging the Significance of Atomic Oxygen [O(3P)] in Sulfoxide Photochemistry. A Method for Hydrocarbon Oxidation

KB Thomas, A Greer - The Journal of Organic Chemistry, 2003 - ACS Publications
A liquid-phase photolysis of 1, 2-benzodiphenylene sulfoxide, 1, and dibenzothiophene
sulfoxide, 2, was used to generate atomic oxygen [O (3P)] or an equivalent active oxygen …

Photodeoxygenation of phenanthro[4,5-bcd]thiophene S-oxide, triphenyleno[1,12-bcd]thiophene S-oxide and perylo[1,12-bcd]thiophene S-oxide

SM Chintala, JT Petroff II, A Barnes… - Journal of Sulfur …, 2019 - Taylor & Francis
Sulfoxides, upon irradiation with ultraviolet (UV) light undergo α-cleavage, hydrogen
abstraction, photodeoxygenation, bimolecular photoreduction, and stereo-mutation. The UV …

Thiol Reactivity toward Atomic Oxygen Generated during the Photodeoxygenation of Dibenzothiophene S-Oxide

SM Omlid, M Zhang, A Isor… - The Journal of Organic …, 2017 - ACS Publications
Aromatic heterocyclic oxides, such as dibenzothiophene S-oxide (DBTO), have been
suggested to release ground state atomic oxygen [O (3P)] upon irradiation, and as such …

Comparison of the photooxidations of 1, 5-dithiacyclooctane, 1, 4-dithiane, and pentamethylene sulfide. Another example of remote participation during …

EL Clennan, DX Wang, K Yang… - Journal of the …, 1992 - ACS Publications
Abstract Thephotooxidations of 1, 5-dithiacyclooctane (1, 5-DTCO), 1, 4-dithiane, and
pentamethylene sulfide have been compared. The photooxidation of 1, 5-DTCO differs …