Abstraction of methyl from neutral Fischer-type carbene complexes: A new site for nucleophilic attack

Laurence M. Toomey; Jim D. Atwood

doi:10.1021/om960678g

Abstraction of methyl from neutral Fischer-type carbene complexes: A new site for nucleophilic attack

Laurence M. Toomey
, Jim D. Atwood

Chemistry

SUNY Buffalo

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

17 Scopus citations

Abstract

Reactions of Fischer-type carbene complexes, M(CO)₅(C(OMe)Ph) (M = Cr, W), with metal carbonyl anions (M′^- = CpFe(CO)₂^-, Re(CO)₅^-, Mn(CO)₄PPh₃^-, Co(CO)₃PPh₃^-, Cp*Cr(CO)₃^-, CpMo(CO)₃^-) result in demethylation of the carbene complexes. The products are M(CO)₅C(O)Ph^- and M′-Me, characterized by infrared and NMR spectroscopy. A slower rate for reaction with W(CO)₅(C(OEt)Ph) in comparison to the methyl analogue is consistent with nucleophilic attack of the metal carbonyl anion on the methyl of the methoxy group of the carbene. This is a new type of nucleophilic attack on a Fischer-type carbene.

Original language	English
Pages (from-to)	490-493
Number of pages	4
Journal	Organometallics
Volume	16
Issue number	3
DOIs	https://doi.org/10.1021/om960678g
State	Published - Feb 4 1997

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title = "Abstraction of methyl from neutral Fischer-type carbene complexes: A new site for nucleophilic attack",

abstract = "Reactions of Fischer-type carbene complexes, M(CO)5(C(OMe)Ph) (M = Cr, W), with metal carbonyl anions (M′- = CpFe(CO)2-, Re(CO)5-, Mn(CO)4PPh3-, Co(CO)3PPh3-, Cp*Cr(CO)3-, CpMo(CO)3-) result in demethylation of the carbene complexes. The products are M(CO)5C(O)Ph- and M′-Me, characterized by infrared and NMR spectroscopy. A slower rate for reaction with W(CO)5(C(OEt)Ph) in comparison to the methyl analogue is consistent with nucleophilic attack of the metal carbonyl anion on the methyl of the methoxy group of the carbene. This is a new type of nucleophilic attack on a Fischer-type carbene.",

author = "Toomey, \{Laurence M.\} and Atwood, \{Jim D.\}",

year = "1997",

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doi = "10.1021/om960678g",

language = "English",

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publisher = "American Chemical Society",

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TY - JOUR

T1 - Abstraction of methyl from neutral Fischer-type carbene complexes

T2 - A new site for nucleophilic attack

AU - Toomey, Laurence M.

AU - Atwood, Jim D.

PY - 1997/2/4

Y1 - 1997/2/4

N2 - Reactions of Fischer-type carbene complexes, M(CO)5(C(OMe)Ph) (M = Cr, W), with metal carbonyl anions (M′- = CpFe(CO)2-, Re(CO)5-, Mn(CO)4PPh3-, Co(CO)3PPh3-, Cp*Cr(CO)3-, CpMo(CO)3-) result in demethylation of the carbene complexes. The products are M(CO)5C(O)Ph- and M′-Me, characterized by infrared and NMR spectroscopy. A slower rate for reaction with W(CO)5(C(OEt)Ph) in comparison to the methyl analogue is consistent with nucleophilic attack of the metal carbonyl anion on the methyl of the methoxy group of the carbene. This is a new type of nucleophilic attack on a Fischer-type carbene.

AB - Reactions of Fischer-type carbene complexes, M(CO)5(C(OMe)Ph) (M = Cr, W), with metal carbonyl anions (M′- = CpFe(CO)2-, Re(CO)5-, Mn(CO)4PPh3-, Co(CO)3PPh3-, Cp*Cr(CO)3-, CpMo(CO)3-) result in demethylation of the carbene complexes. The products are M(CO)5C(O)Ph- and M′-Me, characterized by infrared and NMR spectroscopy. A slower rate for reaction with W(CO)5(C(OEt)Ph) in comparison to the methyl analogue is consistent with nucleophilic attack of the metal carbonyl anion on the methyl of the methoxy group of the carbene. This is a new type of nucleophilic attack on a Fischer-type carbene.

UR - https://www.scopus.com/pages/publications/0009033789

U2 - 10.1021/om960678g

DO - 10.1021/om960678g

M3 - Article

AN - SCOPUS:0009033789

SN - 0276-7333

VL - 16

SP - 490

EP - 493

JO - Organometallics

JF - Organometallics

IS - 3

ER -

Abstraction of methyl from neutral Fischer-type carbene complexes: A new site for nucleophilic attack

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