The chemistry of metal carbonyl anions. V. Interactions of carbonylmetallate monoanions with quarternary alkyl- and aryl-onium ions

John E. Ellis

doi:10.1016/S0022-328X(00)98141-5

The chemistry of metal carbonyl anions. V. Interactions of carbonylmetallate monoanions with quarternary alkyl- and aryl-onium ions

John E. Ellis

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30 Scopus citations

Abstract

Tetraphenyl-phosphonium and -arsonium ions react with C₅H₅Fe(CO)₂^- to give 35-45% yields of PhFe(CO)₂C₅H₅ and substantial amounts of dimer. Corresponding reactions of Re(CO)₅^- are much slower and yield only Re₂(CO)₁₀. Tetraphenylarsonium salts of less nucleophilic carbonyl anions including C₅H₅M(CO)???^- (M = Mo, W), Mn(CO)₅^-, Co(CO)₄^- and V(CO)₆^- are isolable as crystalline solids and are stable at 25°C. Base sensitive quarternary ammonium ions, PhMe₃N⁺ and PhCH₂Me₃N⁺, also react slowly with C₅H₅Fe(CO)₂^- to quantitatively yield CH₃Fe(CO)₂C₅H₅ and PhCH₂Fe(CO)₂C₅H₅, respectively. A comparison of the reactions of these organometallic bases and non-metallic bases such as hydroxide ion and carbanions with quarternary onium ions is presented.

Original language	English (US)
Pages (from-to)	331-337
Number of pages	7
Journal	Journal of Organometallic Chemistry
Volume	111
Issue number	3
DOIs	https://doi.org/10.1016/S0022-328X(00)98141-5
State	Published - May 18 1976
Externally published	Yes

Bibliographical note

Funding Information:
This investigation was supported by the donors of the Petroleum Research Fund administered by the American Chemical Society and the University of Minnesota Graduate School. Technical assistance in certain phases of this investigation by Mr. M.L. Barres is also acknowledged.

Copyright:
Copyright 2014 Elsevier B.V., All rights reserved.

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10.1016/S0022-328X(00)98141-5

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title = "The chemistry of metal carbonyl anions. V. Interactions of carbonylmetallate monoanions with quarternary alkyl- and aryl-onium ions",

abstract = "Tetraphenyl-phosphonium and -arsonium ions react with C5H5Fe(CO)2- to give 35-45% yields of PhFe(CO)2C5H5 and substantial amounts of dimer. Corresponding reactions of Re(CO)5- are much slower and yield only Re2(CO)10. Tetraphenylarsonium salts of less nucleophilic carbonyl anions including C5H5M(CO)???- (M = Mo, W), Mn(CO)5-, Co(CO)4- and V(CO)6- are isolable as crystalline solids and are stable at 25°C. Base sensitive quarternary ammonium ions, PhMe3N+ and PhCH2Me3N+, also react slowly with C5H5Fe(CO)2- to quantitatively yield CH3Fe(CO)2C5H5 and PhCH2Fe(CO)2C5H5, respectively. A comparison of the reactions of these organometallic bases and non-metallic bases such as hydroxide ion and carbanions with quarternary onium ions is presented.",

author = "Ellis, {John E.}",

note = "Funding Information: This investigation was supported by the donors of the Petroleum Research Fund administered by the American Chemical Society and the University of Minnesota Graduate School. Technical assistance in certain phases of this investigation by Mr. M.L. Barres is also acknowledged. Copyright: Copyright 2014 Elsevier B.V., All rights reserved.",

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N1 - Funding Information: This investigation was supported by the donors of the Petroleum Research Fund administered by the American Chemical Society and the University of Minnesota Graduate School. Technical assistance in certain phases of this investigation by Mr. M.L. Barres is also acknowledged. Copyright: Copyright 2014 Elsevier B.V., All rights reserved.

PY - 1976/5/18

Y1 - 1976/5/18

N2 - Tetraphenyl-phosphonium and -arsonium ions react with C5H5Fe(CO)2- to give 35-45% yields of PhFe(CO)2C5H5 and substantial amounts of dimer. Corresponding reactions of Re(CO)5- are much slower and yield only Re2(CO)10. Tetraphenylarsonium salts of less nucleophilic carbonyl anions including C5H5M(CO)???- (M = Mo, W), Mn(CO)5-, Co(CO)4- and V(CO)6- are isolable as crystalline solids and are stable at 25°C. Base sensitive quarternary ammonium ions, PhMe3N+ and PhCH2Me3N+, also react slowly with C5H5Fe(CO)2- to quantitatively yield CH3Fe(CO)2C5H5 and PhCH2Fe(CO)2C5H5, respectively. A comparison of the reactions of these organometallic bases and non-metallic bases such as hydroxide ion and carbanions with quarternary onium ions is presented.

AB - Tetraphenyl-phosphonium and -arsonium ions react with C5H5Fe(CO)2- to give 35-45% yields of PhFe(CO)2C5H5 and substantial amounts of dimer. Corresponding reactions of Re(CO)5- are much slower and yield only Re2(CO)10. Tetraphenylarsonium salts of less nucleophilic carbonyl anions including C5H5M(CO)???- (M = Mo, W), Mn(CO)5-, Co(CO)4- and V(CO)6- are isolable as crystalline solids and are stable at 25°C. Base sensitive quarternary ammonium ions, PhMe3N+ and PhCH2Me3N+, also react slowly with C5H5Fe(CO)2- to quantitatively yield CH3Fe(CO)2C5H5 and PhCH2Fe(CO)2C5H5, respectively. A comparison of the reactions of these organometallic bases and non-metallic bases such as hydroxide ion and carbanions with quarternary onium ions is presented.

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The chemistry of metal carbonyl anions. V. Interactions of carbonylmetallate monoanions with quarternary alkyl- and aryl-onium ions

Abstract

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