Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5418992 | Journal of Molecular Structure: THEOCHEM | 2006 | 8 Pages |
Abstract
We made calculations about the methylation of both hydroxamic and thiohydroxamic acids with CH2N2. The potential-energy surfaces of several proposed pathways leading to possible site-selective products (N-methylated and O-methylated hydroximates) are presented. Our results agree satisfactorily with an experimental observation by Liguori et al. who found site selectivity in the formation of dimethylated products. Simultaneous deprotonation and methylation occurs in both forms (E and Z) of hydroxamic acid and thiohydroxamic acid, and the net energy barrier via this pathway is the smallest. In most corresponding processes the energy barriers are smaller for thiohydroxamic acid, and the Z-form has an energy barrier smaller than that of the E-form in both hydroxamic and thiohydroxamic acids.
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Physical Sciences and Engineering
Chemistry
Physical and Theoretical Chemistry
Authors
Chung-Yu Yang, Hui-Lung Chen, Jia-Jen Ho,