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cis-1,2-bis(diphenylphosphino)ethylene copper(I) catalyzed C-H activation and carboxylation of terminal alkynes

Abstract

The reaction of cis-1,2-bis(diphenylphosphino)ethylene (dppet) with CuX (X = CN, SCN) in 1:1 M molar ratio in DCM-MeOH (50:50 V/V) under refluxing condition gave two dimeric Cu(I) complexes viz. [Cu2(-CN)2(k2-P,P-dppet)2] (1), and [Cu2(2-SCN)2(k2-P,P-dppet)2] (2). These complexes have been characterized by elemental analyses, IR, 1H and 31P NMR, electronic absorption spectroscopy and ESI-MS. The molecular structure of 2 was confimed by single crystal X-ray diffraction which indicated that 2 exists as a centrosymmetric dimer in which the two copper centers are bonded to two dppet ligands and two bridging thiocyanate groups in 2-manner. The electrochemical properties of 1 and 2 were studied by cyclic voltammetry. Both the complexes exhibited strong luminescence properties in the solution state at ambient temperature. Both the complexes were found to be efficient catalysts for the conversion of terminal alkynes into propiolic acids with CO2. Owing to their excellent catalytic activity, the reactions proceed at atmospheric pressure and ambient temperature (25°C). The catalytic products were obtained in excellent yields (90-97%) by using the complex loading of 1 mol%.

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Publication details

The article was received on 15 Aug 2017, accepted on 04 Oct 2017 and first published on 04 Oct 2017


Article type: Paper
DOI: 10.1039/C7NJ03038J
Citation: New J. Chem., 2017, Accepted Manuscript
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    cis-1,2-bis(diphenylphosphino)ethylene copper(I) catalyzed C-H activation and carboxylation of terminal alkynes

    M. Trivedi, J. R. Smreker, G. Singh, A. Kumar and N. P. Rath, New J. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7NJ03038J

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