Synthesis, characterization and evaluation of fluorocarbon-containing rhodium(I) complexes for biphasic hydroformylation reactions

Latisa Maqeda; Banothile C.E. Makhubela; Gregory S. Smith

doi:10.1016/j.poly.2015.02.037

Synthesis, characterization and evaluation of fluorocarbon-containing rhodium(I) complexes for biphasic hydroformylation reactions

Latisa Maqeda, Banothile C.E. Makhubela, Gregory S. Smith

University of Cape Town

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

21 Citations (Scopus)

Abstract

Abstract A series of fluorocarbon-containing salicylaldimine and iminophosphine Schiff base ligands and their Rh(I) complexes were synthesized. The synthesized ligands and complexes were characterized using different analytical and spectroscopic techniques including (¹H, ¹³C{¹H}, ³¹P{¹H} and ¹⁹F{¹H} NMR spectroscopy), FT-IR spectroscopy, mass spectrometry (ESI and EI), and elemental analysis. In addition, single crystal X-ray diffraction was also used for characterization for complexes 1 and 2. Consequently, the Rh(I) synthesized complexes were evaluated as catalyst precursors in the hydroformylation of 1-octene. The hydroformylation results showed that the iminophosphine and salicylaldimine-based catalyst precursors are active and selective under mild conditions, converting 1-octene to mostly aldehydes.

Original language	English
Article number	11223
Pages (from-to)	128-135
Number of pages	8
Journal	Polyhedron
Volume	91
DOIs	https://doi.org/10.1016/j.poly.2015.02.037
Publication status	Published - 8 May 2015
Externally published	Yes

Keywords

Biphasic catalysis
Fluorocarbon
Hydroformylation
Rhodium(I) complexes
Schiff bases

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/j.poly.2015.02.037

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title = "Synthesis, characterization and evaluation of fluorocarbon-containing rhodium(I) complexes for biphasic hydroformylation reactions",

abstract = "Abstract A series of fluorocarbon-containing salicylaldimine and iminophosphine Schiff base ligands and their Rh(I) complexes were synthesized. The synthesized ligands and complexes were characterized using different analytical and spectroscopic techniques including (1H, 13C{1H}, 31P{1H} and 19F{1H} NMR spectroscopy), FT-IR spectroscopy, mass spectrometry (ESI and EI), and elemental analysis. In addition, single crystal X-ray diffraction was also used for characterization for complexes 1 and 2. Consequently, the Rh(I) synthesized complexes were evaluated as catalyst precursors in the hydroformylation of 1-octene. The hydroformylation results showed that the iminophosphine and salicylaldimine-based catalyst precursors are active and selective under mild conditions, converting 1-octene to mostly aldehydes.",

keywords = "Biphasic catalysis, Fluorocarbon, Hydroformylation, Rhodium(I) complexes, Schiff bases",

author = "Latisa Maqeda and Makhubela, {Banothile C.E.} and Smith, {Gregory S.}",

year = "2015",

month = may,

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doi = "10.1016/j.poly.2015.02.037",

language = "English",

volume = "91",

pages = "128--135",

journal = "Polyhedron",

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TY - JOUR

T1 - Synthesis, characterization and evaluation of fluorocarbon-containing rhodium(I) complexes for biphasic hydroformylation reactions

AU - Maqeda, Latisa

AU - Makhubela, Banothile C.E.

AU - Smith, Gregory S.

PY - 2015/5/8

Y1 - 2015/5/8

N2 - Abstract A series of fluorocarbon-containing salicylaldimine and iminophosphine Schiff base ligands and their Rh(I) complexes were synthesized. The synthesized ligands and complexes were characterized using different analytical and spectroscopic techniques including (1H, 13C{1H}, 31P{1H} and 19F{1H} NMR spectroscopy), FT-IR spectroscopy, mass spectrometry (ESI and EI), and elemental analysis. In addition, single crystal X-ray diffraction was also used for characterization for complexes 1 and 2. Consequently, the Rh(I) synthesized complexes were evaluated as catalyst precursors in the hydroformylation of 1-octene. The hydroformylation results showed that the iminophosphine and salicylaldimine-based catalyst precursors are active and selective under mild conditions, converting 1-octene to mostly aldehydes.

AB - Abstract A series of fluorocarbon-containing salicylaldimine and iminophosphine Schiff base ligands and their Rh(I) complexes were synthesized. The synthesized ligands and complexes were characterized using different analytical and spectroscopic techniques including (1H, 13C{1H}, 31P{1H} and 19F{1H} NMR spectroscopy), FT-IR spectroscopy, mass spectrometry (ESI and EI), and elemental analysis. In addition, single crystal X-ray diffraction was also used for characterization for complexes 1 and 2. Consequently, the Rh(I) synthesized complexes were evaluated as catalyst precursors in the hydroformylation of 1-octene. The hydroformylation results showed that the iminophosphine and salicylaldimine-based catalyst precursors are active and selective under mild conditions, converting 1-octene to mostly aldehydes.

KW - Biphasic catalysis

KW - Fluorocarbon

KW - Hydroformylation

KW - Rhodium(I) complexes

KW - Schiff bases

UR - http://www.scopus.com/inward/record.url?scp=84925457770&partnerID=8YFLogxK

U2 - 10.1016/j.poly.2015.02.037

DO - 10.1016/j.poly.2015.02.037

M3 - Article

AN - SCOPUS:84925457770

SN - 0277-5387

VL - 91

SP - 128

EP - 135

JO - Polyhedron

JF - Polyhedron

M1 - 11223

ER -

Synthesis, characterization and evaluation of fluorocarbon-containing rhodium(I) complexes for biphasic hydroformylation reactions

Abstract

Keywords

ASJC Scopus subject areas

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