Metal-free hydrogen evolution cross-coupling enabled by synergistic photoredox and polarity reversal catalysis

Autor:	Xiaona Yang, Rong Zhou, Lishuang Ma, Kanghui Lu, Jilei Cao
Rok vydání:	2021
Předmět:	Silanes Silylation Substrate (chemistry) Photoredox catalysis chemistry.chemical_element Photochemistry Pollution Catalysis chemistry.chemical_compound chemistry Functional group Photocatalysis Environmental Chemistry Cobalt
Zdroj:	Green Chemistry. 23:8988-8994
ISSN:	1463-9270 1463-9262
DOI:	10.1039/d1gc02805g
Popis:	A synergistic combination of photoredox and polarity reversal catalysis enabled a hydrogen evolution cross-coupling of silanes with H2O, alcohols, phenols, and silanols, which afforded the corresponding silanols, monosilyl ethers, and disilyl ethers, respectively, in moderate to excellent yields. The dehydrogenative cross-coupling of Si–H and O–H proceeded smoothly with broad substrate scope and good functional group compatibility in the presence of only an organophotocatalyst 4-CzIPN and a thiol HAT catalyst, without the requirement of any metals, external oxidants and proton reductants, which is distinct from the previously reported photocatalytic hydrogen evolution cross-coupling reactions where a proton reduction cocatalyst such as a cobalt complex is generally required. Mechanistically, a silyl cation intermediate is generated to facilitate the cross-coupling reaction, which therefore represents an unprecedented approach for the generation of silyl cation via visible-light photoredox catalysis.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::57a42e9cfb647f01f4aeea5c8b71fd59 https://doi.org/10.1039/d1gc02805g Zobrazit plný text záznamu