Rhodium(I) catalyzed cooligomerization of carbon monoxide with ethylene. direct evidence for a single mode of stepwise chain growth

Ayusman Sen; Jeffrey S. Brumbaugh

doi:10.1016/0022-328X(85)87028-5

Rhodium(I) catalyzed cooligomerization of carbon monoxide with ethylene. direct evidence for a single mode of stepwise chain growth

Ayusman Sen, Jeffrey S. Brumbaugh

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Abstract

Rhodium(I) compounds such as HRh(CO)(PPh₃)₃ and ClRh(CO)(PPh₃)₂, when dissolved in a ROH/HOAc mixture (ROH = MeOH, EtOH), were found to catalyze the cooligomerization of C₂H₄ and CO to a mixture of H(CH₂CH₂CO)_nOR and H(CH₂CH₂CO)_nCH₂CH₃ (n = 1-4). This reaction was found to proceed through a single mode of chain growth involving alternate insertions of CO and C₂H₄ with concomitant alcoholysis and hydrogenolysis of the resulting metal acyls and metal alkyls respectively. The cooligomerization of C₂H₄ and CO was also observed when Me₂CO/H₂O or Me₃COH/H₂O was used as solvent, the exclusive products being the ketones, H(CH₂CH₂CO)_nCH₂CH₃ (n = 1-4). No reaction was observed in the absence of H₂O.

Original language	English (US)
Pages (from-to)	C5-C10
Journal	Journal of Organometallic Chemistry
Volume	279
Issue number	1-2
DOIs	https://doi.org/10.1016/0022-328X(85)87028-5
State	Published - Jan 8 1985

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/0022-328X(85)87028-5

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@article{1d33c7eeac2f4433931c8ce215f81dd3,

title = "Rhodium(I) catalyzed cooligomerization of carbon monoxide with ethylene. direct evidence for a single mode of stepwise chain growth",

abstract = "Rhodium(I) compounds such as HRh(CO)(PPh3)3 and ClRh(CO)(PPh3)2, when dissolved in a ROH/HOAc mixture (ROH = MeOH, EtOH), were found to catalyze the cooligomerization of C2H4 and CO to a mixture of H(CH2CH2CO)nOR and H(CH2CH2CO)nCH2CH3 (n = 1-4). This reaction was found to proceed through a single mode of chain growth involving alternate insertions of CO and C2H4 with concomitant alcoholysis and hydrogenolysis of the resulting metal acyls and metal alkyls respectively. The cooligomerization of C2H4 and CO was also observed when Me2CO/H2O or Me3COH/H2O was used as solvent, the exclusive products being the ketones, H(CH2CH2CO)nCH2CH3 (n = 1-4). No reaction was observed in the absence of H2O.",

author = "Ayusman Sen and Brumbaugh, {Jeffrey S.}",

note = "Funding Information: Acknowledgement. Financial support of this researcht hrough grants from the U.S. Department of Energy, Office of Basic Energy Sciences, and the Chevron Research Company is gratefully acknowledged.W e also thank Johnson Matthey Inc. for a generousL oan of RhCIJ - 3H20 .",

year = "1985",

month = jan,

day = "8",

doi = "10.1016/0022-328X(85)87028-5",

language = "English (US)",

volume = "279",

pages = "C5--C10",

journal = "Journal of Organometallic Chemistry",

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publisher = "Elsevier",

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T1 - Rhodium(I) catalyzed cooligomerization of carbon monoxide with ethylene. direct evidence for a single mode of stepwise chain growth

AU - Sen, Ayusman

AU - Brumbaugh, Jeffrey S.

N1 - Funding Information: Acknowledgement. Financial support of this researcht hrough grants from the U.S. Department of Energy, Office of Basic Energy Sciences, and the Chevron Research Company is gratefully acknowledged.W e also thank Johnson Matthey Inc. for a generousL oan of RhCIJ - 3H20 .

PY - 1985/1/8

Y1 - 1985/1/8

N2 - Rhodium(I) compounds such as HRh(CO)(PPh3)3 and ClRh(CO)(PPh3)2, when dissolved in a ROH/HOAc mixture (ROH = MeOH, EtOH), were found to catalyze the cooligomerization of C2H4 and CO to a mixture of H(CH2CH2CO)nOR and H(CH2CH2CO)nCH2CH3 (n = 1-4). This reaction was found to proceed through a single mode of chain growth involving alternate insertions of CO and C2H4 with concomitant alcoholysis and hydrogenolysis of the resulting metal acyls and metal alkyls respectively. The cooligomerization of C2H4 and CO was also observed when Me2CO/H2O or Me3COH/H2O was used as solvent, the exclusive products being the ketones, H(CH2CH2CO)nCH2CH3 (n = 1-4). No reaction was observed in the absence of H2O.

AB - Rhodium(I) compounds such as HRh(CO)(PPh3)3 and ClRh(CO)(PPh3)2, when dissolved in a ROH/HOAc mixture (ROH = MeOH, EtOH), were found to catalyze the cooligomerization of C2H4 and CO to a mixture of H(CH2CH2CO)nOR and H(CH2CH2CO)nCH2CH3 (n = 1-4). This reaction was found to proceed through a single mode of chain growth involving alternate insertions of CO and C2H4 with concomitant alcoholysis and hydrogenolysis of the resulting metal acyls and metal alkyls respectively. The cooligomerization of C2H4 and CO was also observed when Me2CO/H2O or Me3COH/H2O was used as solvent, the exclusive products being the ketones, H(CH2CH2CO)nCH2CH3 (n = 1-4). No reaction was observed in the absence of H2O.

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U2 - 10.1016/0022-328X(85)87028-5

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JO - Journal of Organometallic Chemistry

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ER -

Rhodium(I) catalyzed cooligomerization of carbon monoxide with ethylene. direct evidence for a single mode of stepwise chain growth

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