Abstract
The applicability of the MINDO/3 method for the interpretation of the basicity of a series of substituted pyridines is critically discussed. Special attention is paid to the difference in thepK a -values of the two isomeric 4,6-diamino-2-methoxy-(2) and 2,4-diamino-6-methoxy-3-pyridine-carbonitrile (3) (2=2.01,3=4.17). Based on the concept of charge- and orbital-controlled reactions this difference can be explained readily.
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Fabian, W. Theoretische Untersuchungen zur Basizität substituierter Pyridine. Monatsh Chem 116, 371–376 (1985). https://doi.org/10.1007/BF00799971
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DOI: https://doi.org/10.1007/BF00799971