Green photochemistry: photo-Friedel–Crafts acylations of 1,4-naphthoquinone in room temperature ionic liquids

Brian Murphy; Peter Goodrich; Christopher Hardacre; Michael Oelgemöller

doi:10.1039/B913252J

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Green Chemistry

Issue 11, 2009

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Green photochemistry: photo-Friedel–Crafts acylations of 1,4-naphthoquinone in room temperature ionic liquids

Brian Murphy , Peter Goodrich , Christopher Hardacre and Michael Oelgemöller

Green Chem., 2009, 11, 1867-1870

DOI: 10.1039/B913252J
Received 06 Jul 2009, Accepted 04 Aug 2009
First published on the web 07 Sep 2009

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The photo-Friedel–Crafts acylation of 1,4-naphthoquinone with various aldehydes was investigated in a series of room temperature ionic liquids. High conversions and selectivities were achieved in [C₂mim]⁺-based ionic liquids with the highest isolated yields found in [C₂mim][NTf₂]. The developed procedure allowed for a replacement of hazardous solvents such as benzene and acetonitrile which are commonly used for this transformation.

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Green photochemistry: photo-Friedel–Crafts acylations of 1,4-naphthoquinone in room temperature ionic liquids

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