Regioselective hydroformylation of vinyl acetate catalyzed by rhodium complex of naphthyl-based monodentate bulky phosphine and phosphite ligands

Aasif A. Dabbawala; Hari C. Bajaj; Ganga V.S. Rao; Sayed H.R. Abdi

doi:10.1016/j.apcata.2012.01.027

Regioselective hydroformylation of vinyl acetate catalyzed by rhodium complex of naphthyl-based monodentate bulky phosphine and phosphite ligands

Aasif A. Dabbawala, Hari C. Bajaj, Ganga V.S. Rao, Sayed H.R. Abdi

CSIR-Central Salt and Marine Chemicals Research Institute (CSIR-CSMCRI)

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

18 Scopus citations

Abstract

The hydroformylation of vinyl acetate was carried out using rhodium complex of naphthyl-based monodentate bulky phosphine and phosphite ligands. All the naphthyl-based ligands favored the formation of desire branched aldehyde. High turnover frequency with excellent regioselectivity to branched aldehyde and high selectivity to aldehyde were observed with bulky phosphite ligands. The effect of partial pressure of CO and H ₂, concentration of vinyl acetate, stirring rate and solvents on the hydroformylation of vinyl acetate catalyzed by Rh/bulky phosphite were examined precisely in order to improve the catalytic activity and selectivity. In contrast to conventional organic solvents, the significant influence on the activity and selectivity was observed in organic carbonates ('green' solvent) particularly in propylene carbonate (PC). The PC/catalyst system could be recycled without significant loss of activity and selectivity.

Original language	British English
Pages (from-to)	185-193
Number of pages	9
Journal	Applied Catalysis A: General
Volume	419-420
DOIs	https://doi.org/10.1016/j.apcata.2012.01.027
State	Published - 29 Mar 2012

Keywords

High rate
Hydroformylation
Monodentate bulky phosphite
Regioselective
Vinyl acetate

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10.1016/j.apcata.2012.01.027

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title = "Regioselective hydroformylation of vinyl acetate catalyzed by rhodium complex of naphthyl-based monodentate bulky phosphine and phosphite ligands",

abstract = "The hydroformylation of vinyl acetate was carried out using rhodium complex of naphthyl-based monodentate bulky phosphine and phosphite ligands. All the naphthyl-based ligands favored the formation of desire branched aldehyde. High turnover frequency with excellent regioselectivity to branched aldehyde and high selectivity to aldehyde were observed with bulky phosphite ligands. The effect of partial pressure of CO and H 2, concentration of vinyl acetate, stirring rate and solvents on the hydroformylation of vinyl acetate catalyzed by Rh/bulky phosphite were examined precisely in order to improve the catalytic activity and selectivity. In contrast to conventional organic solvents, the significant influence on the activity and selectivity was observed in organic carbonates ('green' solvent) particularly in propylene carbonate (PC). The PC/catalyst system could be recycled without significant loss of activity and selectivity.",

keywords = "High rate, Hydroformylation, Monodentate bulky phosphite, Regioselective, Vinyl acetate",

author = "Dabbawala, {Aasif A.} and Bajaj, {Hari C.} and Rao, {Ganga V.S.} and Abdi, {Sayed H.R.}",

note = "Funding Information: Authors are thankful to analytical section of the institute for assistance with analyses and CSIR and DST for financial support under CSIR Network Programme NWP 010 and SR/S1/OC-56/2009. AAD thanks CSIR, New Delhi, for the award of Senior Research Fellowship.",

year = "2012",

month = mar,

day = "29",

doi = "10.1016/j.apcata.2012.01.027",

language = "British English",

volume = "419-420",

pages = "185--193",

journal = "Applied Catalysis A: General",

issn = "0926-860X",

publisher = "Elsevier B.V.",

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T1 - Regioselective hydroformylation of vinyl acetate catalyzed by rhodium complex of naphthyl-based monodentate bulky phosphine and phosphite ligands

AU - Dabbawala, Aasif A.

AU - Bajaj, Hari C.

AU - Rao, Ganga V.S.

AU - Abdi, Sayed H.R.

N1 - Funding Information: Authors are thankful to analytical section of the institute for assistance with analyses and CSIR and DST for financial support under CSIR Network Programme NWP 010 and SR/S1/OC-56/2009. AAD thanks CSIR, New Delhi, for the award of Senior Research Fellowship.

PY - 2012/3/29

Y1 - 2012/3/29

N2 - The hydroformylation of vinyl acetate was carried out using rhodium complex of naphthyl-based monodentate bulky phosphine and phosphite ligands. All the naphthyl-based ligands favored the formation of desire branched aldehyde. High turnover frequency with excellent regioselectivity to branched aldehyde and high selectivity to aldehyde were observed with bulky phosphite ligands. The effect of partial pressure of CO and H 2, concentration of vinyl acetate, stirring rate and solvents on the hydroformylation of vinyl acetate catalyzed by Rh/bulky phosphite were examined precisely in order to improve the catalytic activity and selectivity. In contrast to conventional organic solvents, the significant influence on the activity and selectivity was observed in organic carbonates ('green' solvent) particularly in propylene carbonate (PC). The PC/catalyst system could be recycled without significant loss of activity and selectivity.

AB - The hydroformylation of vinyl acetate was carried out using rhodium complex of naphthyl-based monodentate bulky phosphine and phosphite ligands. All the naphthyl-based ligands favored the formation of desire branched aldehyde. High turnover frequency with excellent regioselectivity to branched aldehyde and high selectivity to aldehyde were observed with bulky phosphite ligands. The effect of partial pressure of CO and H 2, concentration of vinyl acetate, stirring rate and solvents on the hydroformylation of vinyl acetate catalyzed by Rh/bulky phosphite were examined precisely in order to improve the catalytic activity and selectivity. In contrast to conventional organic solvents, the significant influence on the activity and selectivity was observed in organic carbonates ('green' solvent) particularly in propylene carbonate (PC). The PC/catalyst system could be recycled without significant loss of activity and selectivity.

KW - High rate

KW - Hydroformylation

KW - Monodentate bulky phosphite

KW - Regioselective

KW - Vinyl acetate

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U2 - 10.1016/j.apcata.2012.01.027

DO - 10.1016/j.apcata.2012.01.027

M3 - Article

AN - SCOPUS:84857916292

SN - 0926-860X

VL - 419-420

SP - 185

EP - 193

JO - Applied Catalysis A: General

JF - Applied Catalysis A: General

ER -

Regioselective hydroformylation of vinyl acetate catalyzed by rhodium complex of naphthyl-based monodentate bulky phosphine and phosphite ligands

Abstract

Keywords

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