Solvent effects in hydrogen abstraction from cholesterol by benzophenone triplet excited state.

Hydrogen abstraction from the C-7 position of cholesterol (Ch) by triplet excited benzophenone (BZP) exhibits remarkable solvent-dependence in product studies. Kinetic measurements on the intramolecular version of the process in dyads containing covalently linked Ch and BZP units reveal important solvent effects and significant stereodifferentiation.

Inter- and intramolecular photochemical reactions of fleroxacin.

In the cation formed by photoinduced C-F bond cleavage in fleroxacin, intramolecular reaction with the N-ethyl chain is prevented by the electron-withdrawing effect of fluorine and intermolecular attack by nucleophiles is facilitated.

Photochemistry of oxazolidinone antibacterial drugs.

The photochemistry of six N3-(3-fluoro-4-dialkylaminophenyl)-oxazolidinones known for their antimicrobial activity has been examined. All of these compounds are defluorinated in water (Phidec approximately 0.25) and in methanol (Phidec approximately 0.

An exploratory and mechanistic study of the defluorination of an (aminofluorophenyl)oxazolidinone: S(N)1(Ar*) vs. S(R(+)N)1(Ar*) mechanism.

The morpholinofluorophenyloxazolidinone 1 (the antibacterial drug linezolid) is found to undergo reductive defluorination upon irradiation in water (Phi 0.33), in some of the products accompanied by the simultaneous oxidative degradation of the morpholine side chain. In the presence of chloride, iodide and pyrrole, the fluorine is substituted by these groups (with pyrrole, in position 2).