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Title: | Flat versus twisted rotamers of 2,4-disubstituted thiazoles: the effect of intermolecular hydrogen bonds |
Authors: | Bernes, S Berros, MI de Barbarin, CR Sánchez-Viesca, F |
Issue Date: | 2002 |
Abstract: | In the title compounds, 2-amino-4-(2-chLoro-4,5-dimethoxyphenyl)-1,3-thiazole, C11H11ClN2O2S, (I), and 4-(2-chLoro-4,5-dimethoxyphenyl)-2-methyl-1,3-thiazole, C12H12ClNO2S, (II), the dihedral angles between the thiazole moiety and the chLoroaryl group are 51.61 (10) and 8.44 (14)degrees, respectively. This difference is a consequence of intermolecular hydrogen bonds forcing the stabilization of a twisted rotamer in (I). Substitution of the amino function by a methyl group precludes these contacts, giving a flat rotamer in (II). |
URI: | http://hdl.handle.net/11154/2532 |
ISSN: | 0108-2701 |
Appears in Collections: | Ciencias
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