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Serinolic amino-s-triazines: iterative synthesis and rotational stereochemistry phenomena as N-substituted derivatives of 2-aminopropane-1,3-diols |
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| Authors: | Monica Pintea Pedro Lameiras Camelia Berghian Ioan Silaghi-Dumitrescu Constantin Bele Mircea Darabantu |
| Affiliation: | a Department of Organic Chemistry, ‘Babes-Bolyai’ University, 11 Aranyi Jànos Street, RO-400028 Cluj-Napoca, Romania b Institut de Recherche en Chimie Organique Fine (I.R.C.O.F.), Université de Rouen, BP 08, F-76131 Mont Saint-Aignan, France c Department of Inorganic Chemistry, ‘Babes-Bolyai’ University, 11 Aranyi Jànos Street, RO-400028 Cluj-Napoca, Romania d Department of Chemistry and Biochemistry, University of Agricultural Sciences and Veterinary Medicine, 3-5 Manastur Street, RO-400372 Cluj-Napoca, Romania |
| Abstract: | The iterative synthesis of 2,4,6-triamino-s-triazines (melamines), precursors and dendritic structures, by amination of cyanuric chloride with C-1 versus C-2-substituted 2-aminopropane-1,3-diols (serinols), is comparatively examined. The stereochemistry of the resulting serinolic amino-s-triazines, issued from the restricted rotation about the newly created C(s-triazine)-N bonds, is for the first time discussed in terms of (pro)diastereomerism based on DNMR and DFT calculation data. |
| Keywords: | Amino alcohols Dendrimers Melamines Molecular Modelling NMR spectroscopy |
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