Mechanism of the pyridine-modified cobalt-catalyzed hydromethoxycarbonylation of 1,3-butadiene

Róbert Tuba; László T. Mika; Andrea Bodor; Zoltán Pusztai; Imre Tóth; István T. Horváth

doi:10.1021/om030058x

Mechanism of the pyridine-modified cobalt-catalyzed hydromethoxycarbonylation of 1,3-butadiene

Róbert Tuba, László T. Mika, Andrea Bodor, Zoltán Pusztai, Imre Tóth, István T. Horváth

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

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Abstract

The pyridine-modified cobalt-catalyzed hydromethoxycarbonylation of 1,3-butadiene (1) starts by the disproportionation of Co₂(CO)₈ to [CoPy₆][Co(CO)₄]₂ followed by the formation of HCo(CO)₄ (3). The addition of 3 to 1 leads to CH₃CH=CHCH₂Co(CO)₄ (4), which, depending on the conditions, can undergo facile CO insertion to yield CH₃CH=CHCH₂COCo(CO)₄ (5) or reversible decarbonylation to form η³-C₄H₇Co(CO)₃ (7). Pyridine accelerates the conversion of 7 to methyl-3-pentenoate (2) and the methanolysis of 5.

Original language	English
Pages (from-to)	1582-1584
Journal	Organometallics
Volume	22
Issue number	8
DOIs	https://doi.org/10.1021/om030058x
Publication status	Published - 14 Apr 2003
Externally published	Yes

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title = "Mechanism of the pyridine-modified cobalt-catalyzed hydromethoxycarbonylation of 1,3-butadiene",

abstract = "The pyridine-modified cobalt-catalyzed hydromethoxycarbonylation of 1,3-butadiene (1) starts by the disproportionation of Co2(CO)8 to [CoPy6][Co(CO)4]2 followed by the formation of HCo(CO)4 (3). The addition of 3 to 1 leads to CH3CH=CHCH2Co(CO)4 (4), which, depending on the conditions, can undergo facile CO insertion to yield CH3CH=CHCH2COCo(CO)4 (5) or reversible decarbonylation to form η3-C4H7Co(CO)3 (7). Pyridine accelerates the conversion of 7 to methyl-3-pentenoate (2) and the methanolysis of 5.",

author = "R{\'o}bert Tuba and Mika, {L{\'a}szl{\'o} T.} and Andrea Bodor and Zolt{\'a}n Pusztai and Imre T{\'o}th and Horv{\'a}th, {Istv{\'a}n T.}",

year = "2003",

month = apr,

day = "14",

doi = "10.1021/om030058x",

language = "English",

volume = "22",

pages = "1582--1584",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Mechanism of the pyridine-modified cobalt-catalyzed hydromethoxycarbonylation of 1,3-butadiene

AU - Tuba, Róbert

AU - Mika, László T.

AU - Bodor, Andrea

AU - Pusztai, Zoltán

AU - Tóth, Imre

AU - Horváth, István T.

PY - 2003/4/14

Y1 - 2003/4/14

N2 - The pyridine-modified cobalt-catalyzed hydromethoxycarbonylation of 1,3-butadiene (1) starts by the disproportionation of Co2(CO)8 to [CoPy6][Co(CO)4]2 followed by the formation of HCo(CO)4 (3). The addition of 3 to 1 leads to CH3CH=CHCH2Co(CO)4 (4), which, depending on the conditions, can undergo facile CO insertion to yield CH3CH=CHCH2COCo(CO)4 (5) or reversible decarbonylation to form η3-C4H7Co(CO)3 (7). Pyridine accelerates the conversion of 7 to methyl-3-pentenoate (2) and the methanolysis of 5.

AB - The pyridine-modified cobalt-catalyzed hydromethoxycarbonylation of 1,3-butadiene (1) starts by the disproportionation of Co2(CO)8 to [CoPy6][Co(CO)4]2 followed by the formation of HCo(CO)4 (3). The addition of 3 to 1 leads to CH3CH=CHCH2Co(CO)4 (4), which, depending on the conditions, can undergo facile CO insertion to yield CH3CH=CHCH2COCo(CO)4 (5) or reversible decarbonylation to form η3-C4H7Co(CO)3 (7). Pyridine accelerates the conversion of 7 to methyl-3-pentenoate (2) and the methanolysis of 5.

UR - http://www.scopus.com/inward/record.url?scp=0038005478&partnerID=8YFLogxK

UR - https://www.scopus.com/record/pubmetrics.uri?eid=2-s2.0-0038005478&origin=recordpage

U2 - 10.1021/om030058x

DO - 10.1021/om030058x

M3 - RGC 21 - Publication in refereed journal

SN - 0276-7333

VL - 22

SP - 1582

EP - 1584

JO - Organometallics

JF - Organometallics

IS - 8

ER -

Mechanism of the pyridine-modified cobalt-catalyzed hydromethoxycarbonylation of 1,3-butadiene

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