A Cu() MOF with a flexible bifunctionalised terpyridine as an efficient catalyst for the single-pot hydrocarboxylation of cyclohexane to carboxylic acid in water/ionic liquid medium

The copper( ii ) metal-organic framework (MOF) [Cu(η-1κ N , N ′, N ′′:2κ O , O ′-L)(NO 3 )] n ( 1 ) [L = 4-((4-([2,2′:6′,2′′-terpyridin]-4′-yl)benzyl)oxy)benzoate] has been synthesized from a flexible bifunctionalised terpyridine species ( HL ). It was characterized by elemental, FT-IR, powder and s...

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Published in:Dalton transactions : an international journal of inorganic chemistry 2016-08, Vol.45 (32), p.12779-12789
Main Authors: Paul, Anup, Ribeiro, Ana P. C, Karmakar, Anirban, Guedes da Silva, M. Fátima C, Pombeiro, Armando J. L
Format: Article
Language:English
Subjects:
Carboxylic acids
Catalysts
Cyclohexane
Ionic liquids
Recycled
Single crystals
Topology
X-rays
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Summary:The copper( ii ) metal-organic framework (MOF) [Cu(η-1κ N , N ′, N ′′:2κ O , O ′-L)(NO 3 )] n ( 1 ) [L = 4-((4-([2,2′:6′,2′′-terpyridin]-4′-yl)benzyl)oxy)benzoate] has been synthesized from a flexible bifunctionalised terpyridine species ( HL ). It was characterized by elemental, FT-IR, powder and single crystal X-ray diffraction analyses. Single crystal X-ray crystallography of 1 shows a 1D polymeric architecture, whose topological analysis illustrates a uninodal (2)-connected net having topological type 2C1. 1 shows good catalytic activity and selectivity towards the hydrocarboxylation of cyclohexane to cyclohexanecarboxylic acid in water/acetonitrile or water/ionic liquid [BMPyr][NTf 2 ] [BMPyr = 1-butyl-1 methylpyrrolidinium; NTf 2 = bis(trifluoromethanesulfonyl)imide] medium. It can be recycled and reused without any significant loss of catalytic efficiency. This study provides the first example of an efficient alkane hydrocarboxylation to carboxylic acid, in an ionic liquid and under mild conditions. A bifunctionalised terpyridine based Cu( ii ) MOF for efficient hydrocarboxylation of cyclohexane to cyclohexanecarboxylic acid in an ionic liquid medium.
ISSN:1477-9226
1477-9234
DOI:10.1039/c6dt01852a