Reductive C(sp(3))–C(sp(3)) homo-coupling of benzyl or allyl halides with H(2) using a water-soluble electron storage catalyst

This paper reports the first example of a reductive C(sp(3))–C(sp(3)) homo-coupling of benzyl/allyl halides in aqueous solution by using H(2) 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 el...

Descripción completa

Detalles Bibliográficos
Autores principales: Yatabe, Takeshi, Futakuchi, Sayaka, Miyazawa, Keishi, Shimauchi, Daiki, Takahashi, Yukina, Yoon, Ki-Seok, Nakai, Hidetaka, Ogo, Seiji
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9044531/
https://www.ncbi.nlm.nih.gov/pubmed/35492457
http://dx.doi.org/10.1039/d1ra08596d
_version_ 1784695123399933952
author Yatabe, Takeshi
Futakuchi, Sayaka
Miyazawa, Keishi
Shimauchi, Daiki
Takahashi, Yukina
Yoon, Ki-Seok
Nakai, Hidetaka
Ogo, Seiji
author_facet Yatabe, Takeshi
Futakuchi, Sayaka
Miyazawa, Keishi
Shimauchi, Daiki
Takahashi, Yukina
Yoon, Ki-Seok
Nakai, Hidetaka
Ogo, Seiji
author_sort Yatabe, Takeshi
collection PubMed
description This paper reports the first example of a reductive C(sp(3))–C(sp(3)) homo-coupling of benzyl/allyl halides in aqueous solution by using H(2) 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.
format Online
Article
Text
id pubmed-9044531
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90445312022-04-28 Reductive C(sp(3))–C(sp(3)) homo-coupling of benzyl or allyl halides with H(2) using a water-soluble electron storage catalyst Yatabe, Takeshi Futakuchi, Sayaka Miyazawa, Keishi Shimauchi, Daiki Takahashi, Yukina Yoon, Ki-Seok Nakai, Hidetaka Ogo, Seiji RSC Adv Chemistry This paper reports the first example of a reductive C(sp(3))–C(sp(3)) homo-coupling of benzyl/allyl halides in aqueous solution by using H(2) 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. The Royal Society of Chemistry 2021-12-09 /pmc/articles/PMC9044531/ /pubmed/35492457 http://dx.doi.org/10.1039/d1ra08596d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Yatabe, Takeshi
Futakuchi, Sayaka
Miyazawa, Keishi
Shimauchi, Daiki
Takahashi, Yukina
Yoon, Ki-Seok
Nakai, Hidetaka
Ogo, Seiji
Reductive C(sp(3))–C(sp(3)) homo-coupling of benzyl or allyl halides with H(2) using a water-soluble electron storage catalyst
title Reductive C(sp(3))–C(sp(3)) homo-coupling of benzyl or allyl halides with H(2) using a water-soluble electron storage catalyst
title_full Reductive C(sp(3))–C(sp(3)) homo-coupling of benzyl or allyl halides with H(2) using a water-soluble electron storage catalyst
title_fullStr Reductive C(sp(3))–C(sp(3)) homo-coupling of benzyl or allyl halides with H(2) using a water-soluble electron storage catalyst
title_full_unstemmed Reductive C(sp(3))–C(sp(3)) homo-coupling of benzyl or allyl halides with H(2) using a water-soluble electron storage catalyst
title_short Reductive C(sp(3))–C(sp(3)) homo-coupling of benzyl or allyl halides with H(2) using a water-soluble electron storage catalyst
title_sort reductive c(sp(3))–c(sp(3)) homo-coupling of benzyl or allyl halides with h(2) using a water-soluble electron storage catalyst
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9044531/
https://www.ncbi.nlm.nih.gov/pubmed/35492457
http://dx.doi.org/10.1039/d1ra08596d
work_keys_str_mv AT yatabetakeshi reductivecsp3csp3homocouplingofbenzylorallylhalideswithh2usingawatersolubleelectronstoragecatalyst
AT futakuchisayaka reductivecsp3csp3homocouplingofbenzylorallylhalideswithh2usingawatersolubleelectronstoragecatalyst
AT miyazawakeishi reductivecsp3csp3homocouplingofbenzylorallylhalideswithh2usingawatersolubleelectronstoragecatalyst
AT shimauchidaiki reductivecsp3csp3homocouplingofbenzylorallylhalideswithh2usingawatersolubleelectronstoragecatalyst
AT takahashiyukina reductivecsp3csp3homocouplingofbenzylorallylhalideswithh2usingawatersolubleelectronstoragecatalyst
AT yoonkiseok reductivecsp3csp3homocouplingofbenzylorallylhalideswithh2usingawatersolubleelectronstoragecatalyst
AT nakaihidetaka reductivecsp3csp3homocouplingofbenzylorallylhalideswithh2usingawatersolubleelectronstoragecatalyst
AT ogoseiji reductivecsp3csp3homocouplingofbenzylorallylhalideswithh2usingawatersolubleelectronstoragecatalyst

Ejemplares similares