Rh(I) complexes supported on a biopolymer as recyclable and selective hydroformylation catalysts

Banothile C.E. Makhubela; Anwar Jardine; Gregory S. Smith

doi:10.1039/c1gc15979h

Rh(I) complexes supported on a biopolymer as recyclable and selective hydroformylation catalysts

Banothile C.E. Makhubela, Anwar Jardine, Gregory S. Smith

University of Cape Town

Research output: Contribution to journal › Article › peer-review

75 Citations (Scopus)

Abstract

Chitosan-supported Rh complexes were prepared in a stable form to form new catalysts and have been characterized using elemental analysis, UV-vis, FT-IR, ICP-MS, PXRD, solid state ³¹P and ¹³C NMR spectroscopy and TEM. Mononuclear Rh(I) complexes (as models for the heterogenized catalysts) were also prepared via the Schiff-base condensation reaction and the crystal structure of the cyclohexyl iminophosphine Rh(I) complex was elucidated. The chitosan-supported Rh complexes and mononuclear analogues are active catalysts in the hydroformylation of 1-octene with optimal reaction conditions realized at 75 °C and 30 bar syngas pressure. Under these conditions, 1-octene conversion to the desired linear aldehydes was observed and the best selectivity in this regard was shown by the supported iminophosphine-based rhodium catalyst. Overall, the supported catalysts showed similar chemo- and regioselectivities in comparison to their mononuclear counterparts but where more stable, being reused up to four times without loss of activity and selectivity.

Original language	English
Pages (from-to)	338-347
Number of pages	10
Journal	Green Chemistry
Volume	14
Issue number	2
DOIs	https://doi.org/10.1039/c1gc15979h
Publication status	Published - 2 Jan 2012
Externally published	Yes

ASJC Scopus subject areas

Environmental Chemistry
Pollution

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title = "Rh(I) complexes supported on a biopolymer as recyclable and selective hydroformylation catalysts",

abstract = "Chitosan-supported Rh complexes were prepared in a stable form to form new catalysts and have been characterized using elemental analysis, UV-vis, FT-IR, ICP-MS, PXRD, solid state 31P and 13C NMR spectroscopy and TEM. Mononuclear Rh(I) complexes (as models for the heterogenized catalysts) were also prepared via the Schiff-base condensation reaction and the crystal structure of the cyclohexyl iminophosphine Rh(I) complex was elucidated. The chitosan-supported Rh complexes and mononuclear analogues are active catalysts in the hydroformylation of 1-octene with optimal reaction conditions realized at 75 °C and 30 bar syngas pressure. Under these conditions, 1-octene conversion to the desired linear aldehydes was observed and the best selectivity in this regard was shown by the supported iminophosphine-based rhodium catalyst. Overall, the supported catalysts showed similar chemo- and regioselectivities in comparison to their mononuclear counterparts but where more stable, being reused up to four times without loss of activity and selectivity.",

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AU - Makhubela, Banothile C.E.

AU - Jardine, Anwar

AU - Smith, Gregory S.

PY - 2012/1/2

Y1 - 2012/1/2

N2 - Chitosan-supported Rh complexes were prepared in a stable form to form new catalysts and have been characterized using elemental analysis, UV-vis, FT-IR, ICP-MS, PXRD, solid state 31P and 13C NMR spectroscopy and TEM. Mononuclear Rh(I) complexes (as models for the heterogenized catalysts) were also prepared via the Schiff-base condensation reaction and the crystal structure of the cyclohexyl iminophosphine Rh(I) complex was elucidated. The chitosan-supported Rh complexes and mononuclear analogues are active catalysts in the hydroformylation of 1-octene with optimal reaction conditions realized at 75 °C and 30 bar syngas pressure. Under these conditions, 1-octene conversion to the desired linear aldehydes was observed and the best selectivity in this regard was shown by the supported iminophosphine-based rhodium catalyst. Overall, the supported catalysts showed similar chemo- and regioselectivities in comparison to their mononuclear counterparts but where more stable, being reused up to four times without loss of activity and selectivity.

AB - Chitosan-supported Rh complexes were prepared in a stable form to form new catalysts and have been characterized using elemental analysis, UV-vis, FT-IR, ICP-MS, PXRD, solid state 31P and 13C NMR spectroscopy and TEM. Mononuclear Rh(I) complexes (as models for the heterogenized catalysts) were also prepared via the Schiff-base condensation reaction and the crystal structure of the cyclohexyl iminophosphine Rh(I) complex was elucidated. The chitosan-supported Rh complexes and mononuclear analogues are active catalysts in the hydroformylation of 1-octene with optimal reaction conditions realized at 75 °C and 30 bar syngas pressure. Under these conditions, 1-octene conversion to the desired linear aldehydes was observed and the best selectivity in this regard was shown by the supported iminophosphine-based rhodium catalyst. Overall, the supported catalysts showed similar chemo- and regioselectivities in comparison to their mononuclear counterparts but where more stable, being reused up to four times without loss of activity and selectivity.

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Rh(I) complexes supported on a biopolymer as recyclable and selective hydroformylation catalysts

Abstract

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