Abstract
This paper reports the first example of a reductive C(sp3)–C(sp3) homo-coupling of benzyl/allyl halides in aqueous solution by using H2 as an electron source {turnover numbers (TONs) = 0.5–2.3 for 12 h}. This homo-coupling reaction, promoted by visible light, is catalysed by a water-soluble electron storage catalyst (ESC). The reaction mechanism, and four requirements to make it possible, are also described.
Highlights
Takeshi Yatabe,abc Sayaka Futakuchi,a Keishi Miyazawa,a Daiki Shimauchi,a Yukina Takahashi,ab Ki-Seok Yoon,abc Hidetaka Nakai d and Seiji Ogo *abc
Various types of reactions and combinations of electrophiles, nucleophiles, reducing agents, oxidants, etc. have been investigated in search of selective, efficient, mild and environmentally friendly C–C bond formation reactions.1. Metals such as Na, Mn, Cu and Zn have been widely used as reductants in such C–C bond formation reactions (Table S1†).1b,2 these materials o en cause unwanted sidereactions and their disposal is costly, environmentally destructive or both
We report the use of such a catalyst in the reductive C(sp3)– C(sp3) homo-coupling of benzyl or allyl halides, promoted by visible light
Summary
Takeshi Yatabe,abc Sayaka Futakuchi,a Keishi Miyazawa,a Daiki Shimauchi,a Yukina Takahashi,ab Ki-Seok Yoon,abc Hidetaka Nakai d and Seiji Ogo *abc. We report the use of such a catalyst in the reductive C(sp3)– C(sp3) homo-coupling of benzyl or allyl halides, promoted by visible light.
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