Photoinduced electron transfer reactions of α,β-epoxy ketones with 2-phenyl-N,N-dimethylbenzimidazoline (PDMBI): Significant water effect on the reaction pathway

Reactivity of an air-stable dihydrobenzoimidazole n-dopant with organic semiconductor molecules

“…Indeed, ET from donors to photoexcited amide-and imide-based acceptors is reported, as exemplified by the reduction of 3 and 4 derivatives by simple alkyl amines, 39 and ET from UV-excited IH derivatives can be used in reductive organic transformations. 40,41 Here, laboratory Article light has no effect on the reactivity of IaH with acceptors such as 3a and 3b that exhibit little absorption in the visible region. UV light, however, significantly enhances the initial rate of formation of 3b ,À (over ca.…”

Application of the Spin-Center Shift in Organic Synthesis

“…Photoinduced reductive ring openings of α-ketoepoxides have been a research interest for a long time. Previously, the reactions were performed under UV irradiation. − Recently, with the rapid development of photoredox catalysis, the reactions were improved and reexamined under visible-light irradiation conditions. , For example, Fensterbank and Ollivier disclosed the reductive functionalizations of α-ketoepoxides and α-ketoaziridines under visible-light irradiation in 2011 (Scheme ). In the transformations, [Ir­(dtbbpy)­(ppy) 2 ] + or [Ru­(bpy) 3 ] 2+ is employed as the photocatalyst, while Hantzsch ester serves as both the reductant and hydrogen atom donor.…”

Cp2TiCl-Mediated Selective Reduction of α,β-Epoxy Ketones

“…Several methods have been developed to perform this conversion. Examples include the following: SmI 2 , Li/NH 3 , Al amalgam, Bu 3 SnH/AIBN, H 2 /Pd/C, PET, and chalcogenide-based − reductions. In this paper, we disclose a novel reaction for the selective reduction of α,β-epoxy ketones.…”