Stereoelectronic properties and reactivity of the tetrahedral intermediate in amide hydrolysis. Nonempirical study of aminodihydroxymethane and relation to enzyme catalysis

Stereoelectronic Properties of Tetrahedr

Stereoelectronic Properties of Tetrahedral Species Derived from Carbonyl Groups. Ab initio study of aminodihydroxymethane, CH(OH)2NH2, a model tetrahedral intermediate in amide hydrolysis

✍ Jean-Marie Lehn; Georges Wipff 📂 Article 📅 1978 🏛 John Wiley and Sons 🌐 German ⚖ 813 KB

An __ab initio__ theoretical study of all fifteen fully staggered conformations of aminodihydroxymethane, CH(OH)~2~NH~2~ has been performed. Optimization of the CO and CN bond lengths, population analyses and orbital localisation reveal the presence of marked conformation dependent stereoelectroni