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Issue 1, 2005
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Thione complexes of Rh(i): a first comparison with the bonding and catalytic activity of related carbene and imine compounds

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Abstract

Heterocyclic mono(thione), trans-bis(thione), cis-bis(thione), trans-(carbene–thione), cis-(carbene–thione), trans-(phosphine-thione) and mono(imine) complexes of rhodium(I) have been prepared and fully characterised. Chloro(η4-1,5-cyclooctadiene)(L)rhodium(I) (1a, L = 1,3-diisopropyl-4,5-dimethyl-2,3-dihydro-1H-imidazol-2-thione; 1b, L = 1,3,4,5-tetramethyl-2,3-dihydro-1H-imidazol-2-thione) appear as isomers at room temperature due to slow coordination exchange on the S-donor atom. In the three structures determined, the substituent on the sulfur appears syn to Cl. Hindered rotation about the Rh–carbene bond is revealed in the NMR spectra of seven new complexes with isopropyl substituents on the heterocyclic carbene ligands. The trans influence of the thione ligands is smaller than that of carbenes but larger than that shown by imines and chloride. Thione complexes are better catalyst precursors than the carbene complexes for the hydroformylation of 1-hexene under the chosen reaction conditions: 80 °C, 8 MPa CO–H2 (1 ∶ 1), 16 h, 1 ∶ 1000 catalyst to 1-hexene ratio.

Graphical abstract: Thione complexes of Rh(i): a first comparison with the bonding and catalytic activity of related carbene and imine compounds

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Supplementary files

Article information


Submitted
15 Sep 2004
Accepted
03 Nov 2004
First published
26 Nov 2004

Dalton Trans., 2005, 181-192
Article type
Paper

Thione complexes of Rh(I): a first comparison with the bonding and catalytic activity of related carbene and imine compounds

A. Neveling, G. R. Julius, S. Cronje, C. Esterhuysen and H. G. Raubenheimer, Dalton Trans., 2005, 181 DOI: 10.1039/B414040K

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