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.
Bibliographical noteFunding 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.
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