Design, Synthesis, and Application of Highly Reducing Organic Visible-Light Photocatalysts

Abstract

A series of inexpensive, easily tunable, and highly reducing organic photocatalysts (PCs) that exhibit strong absorption in the visible region are described. Time-dependent density functional theory calculations were applied to corroborate the experimental observations and explain the relationship between the structure and property. The photocatalytic efficiency of these PCs was demonstrated by catalyzing several challenging reactions and the radical cascade cyclization of 1,6-diyne with superior photocatalytic efficiency to other organic photocatalysts.

Visible light-mediated C P bond formation reactions

“…Hydrogen transfer from 95 to tertbutoxyl radical provides the final 3-phosphorylated coumarin 93. The strategy recently was further extended to the radical cascade cyclization of 1,6-diyne by the same research group [81].…”

Boron, silicon, nitrogen and sulfur-based contemporary precursors for the generation of alkyl radicals by single electron transfer and their synthetic utilization

“…The authors proposed two ways to promote this transformation from sulfides 235 . In method A, the high reducing organic photocatalyst 12-phenyl-12 H -benzo[ b ]phenothiazine ( = −2.08 V vs. SCE) 152 and zinc acetate were used. However, this method seems limited to electron-donor-substituted enol ethers.…”

Emerging Organic Photoredox Catalysts for Organic Transformations

“…A series of highly reducing PCs with strong visible‐light absorption was developed by Xu and co‐workers, starting from the modification of 10‐phenylphenothiazine . Subsequent structural modifications (e.g.…”