Carbene structure of stable acyl (formyl) anion equivalents

C Hill, F Bosold, K Harms, JCW Lohrenz…

Index: Hilf, Christof; Bosold, Ferdinand; Harms, Klaus; Lohrenz, John C. W.; Marsch, Michael; Schimeczek, Michael; Boche, Gernot Chemische Berichte, 1997 , vol. 130, # 9 p. 1201 - 1212

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Citation Number: 36

Abstract

Abstract 3-Lithiated 4-tert-butyl-imidazol-2-ylidene, 3-lithiated 4-tert-butyl-thiazol-2-ylidene, and the ZnBr species of the latter, are shown to be stable carbenes by X-ray crystal structure determination. The crystal data are confirmed by 13 C-NMR investigations in solution and quantum-chemical calculations. The exceptional stability of the acyl anion equivalents is due to the p (.) stabilization of the carbene carbon atoms by the adjacent amino (thio) ...