Hydrofunctionalization of olefins to value-added chemicals via photocatalytic coupling

A green strategy was developed for the synthesis of various value-added chemicals using methanol, acetonitrile, acetic acid, acetone and ethyl acetate as the hydrogen source by coupling them with olefins over heterogeneous photocatalysts. A radical coupling mechanism was proposed for the hydrofuncti...

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Published inGreen chemistry : an international journal and green chemistry resource : GC Vol. 20; no. 15; pp. 3450 - 3456
Main Authors Fan, Yonghui, Li, Shenggang, Bao, Jingxian, Shi, Lei, Yang, Yanzhang, Yu, Fei, Gao, Peng, Wang, Hui, Zhong, Liangshu, Sun, Yuhan
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 2018
Subjects
Acetic acid
Acetone
Acetonitrile
Alcohols
Aliphatic alcohols
Aliphatic compounds
Alkenes
Chemical industry
Chemicals
Coupling
Ethyl acetate
Green chemistry
Hydrogen bonds
Methanol
Organic chemistry
Photocatalysis
Regioselectivity
Titanium dioxide
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Summary:A green strategy was developed for the synthesis of various value-added chemicals using methanol, acetonitrile, acetic acid, acetone and ethyl acetate as the hydrogen source by coupling them with olefins over heterogeneous photocatalysts. A radical coupling mechanism was proposed for the hydrofunctionalization of olefins with methanol to higher aliphatic alcohols over the Pt/TiO 2 catalyst as the model reaction. C–H bond cleavage and C–C bond formation between photogenerated radicals and terminal olefins were accomplished in a single reaction at high efficiency. Our approach is atomically economical with high anti-Markovnikov regioselectivity and promising application potential under mild reaction conditions.
ISSN:1463-9262
1463-9270
DOI:10.1039/C8GC00971F