N.m.r. spectral studies
demonstrated that Meisenheimer salts were formed by addition of alkali metal methoxides to 4-cyano-2,6-dinitroanisole,
4-methoxy-3,5-dinitropyridine, and 2,6-dinitroanisole, but not with 2-methoxypyrimidine.
Crystalline salts were isolated after
addition of methoxide to the cyanodinitroanisole and methoxydinitropyridine. The stabilities of the Meisenheimer
salts were found to be heavily dependent on the ability of ring substituents to
accept negative charge.
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