Graphene oxide and Rose Bengal: oxidative C-H functionalisation of tertiary amines using visible light

Visible light induced oxidative C-H functionalisation of tertiary amines catalysed by the combination of graphene oxide and Rose Bengal was developed. This reaction avoids the use of stoichiometric amounts of peroxy compounds as terminal oxidants. This reaction is useful for tri-alkyl amines includi...

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Published inGreen chemistry : an international journal and green chemistry resource : GC Vol. 13; no. 12; pp. 3341 - 3344
Main Authors Pan, Yuanhang, Wang, Shuai, Kee, Choon Wee, Dubuisson, Emilie, Yang, Yuanyong, Loh, Kian Ping, Tan, Choon-Hong
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2011
Subjects
Amines
Chemistry
Chemistry, Multidisciplinary
Cyanide
Green & Sustainable Science & Technology
green development
Oxidants
Physical Sciences
Science & Technology
Science & Technology - Other Topics
SENSITIZED SOLAR-CELLS
ELECTRON-TRANSFER
ORGANIC-DYES
PHOTOCATALYSIS
ORGANOCATALYSIS
PHOTOCHEMICAL-SYNTHESIS
ALDEHYDES
BOND
EFFICIENT
PHOTOREDOX CATALYSIS
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Summary:Visible light induced oxidative C-H functionalisation of tertiary amines catalysed by the combination of graphene oxide and Rose Bengal was developed. This reaction avoids the use of stoichiometric amounts of peroxy compounds as terminal oxidants. This reaction is useful for tri-alkyl amines including chiral tertiary amines. Both cyanide and trifluoromethyl nucleophiles were shown to participate in this reaction, providing alpha-cyano- and alpha-trifluoromethylated tertiary amines.
Bibliography:ObjectType-Article-2
SourceType-Scholarly Journals-1
ObjectType-Feature-1
content type line 23
ISSN:1463-9262
1463-9270
DOI:10.1039/c1gc15865a