A method of cis,trans-isomerisation of non-conjugated olefins without double-bond migration

Photoinduced isomerization of allyl alcohols to carbonyl compounds using dendrimer disulfide as catalyst

“…Finally, the abstraction of hydrogen (path C) or proton (path D) occurred from the thiol and hydrogenated product was formed. Recently, Ogawa and coworkers have been reported photoinduced reduction of conjugate dienes using a PhSH-(PhSe) 2 binary system [20]. The reaction mechanism of the reduction of diene was similar to the plausible mechanism of hydrogenation step of our isomerization.…”

“…Photoreactivity of diphenyl disulfide derivatives has attracted scientific attention in the past few decades [1,2]. Sulfanyl radical generated by homolytic cleavage of the S-S bond plays important roles in photoinitiated reactions such as sulfenylation of aryl halides [3] and hindered phenols [4], vinyl polymerization [5], and vicinal dichalcogenation of unsaturated compounds [6][7][8][9][10].…”

Comparison of two high-pressure liquid chromatographic assays for carboprost, a synthetic prostaglandin

“…The degradation in light may be due to the chromophore. Acetophenone and several similar compounds have been shown to act as photosensitizers for cis-trans-isomerization (6).…”

Sulfur-Containing Radical

“…5-28; Moussebois and Dale, 1966). The most satisfactory conditions involve irradiation (at wavelengths >300nm) of a solution containing the olefin (s) and diphenyl disulfide or diphenyl sulfide (the latter forms diphenyl disulfide on irradiation).…”