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Carbanions. 2: Carbon-13 Nuclear Magnetic Resonance Study of Meisenheimer Complexes and Their Charge Distribution Pattern
For part 1, see R. Waack, M. A. Doran, E. B. Baker, and G. A. Olah, J. Am. Chem. Soc., 88, 1272 (1966).
https://doi.org/10.1142/9789812791405_0240Cited by:0 (Source: Crossref)
Abstract:
A series of 6-X,2,4-dinitroanisoles and their carbanionic methoxide addition products (Meisenheimer complexes) have been examined by 13C NMR spectroscopy. Variation of X (CF3, H, Cl, F, CH3) does not affect the charge distribution pattern in the complexes as reflected by their 13C NMR shifts. Only in the case where X is NO2 can a change be observed. The 13C NMR studies indicate that the cyclohexadienylic carbons carry about 0.3–0.4 e more negative charge than the corresponding carbons in their aromatic precursors. The additional charge is located on C2, C4, and C6.
