CONFORMATIONAL-ANALYSIS OF 2-ALKYL-1,4-DITHIANES AND RELATED-COMPOUNDS BY NMR-SPECTROSCOPY AND MMXстатья
Информация о цитировании статьи получена из
Scopus,
Web of Science
Статья опубликована в журнале из списка Web of Science и/или Scopus
Дата последнего поиска статьи во внешних источниках: 18 июля 2013 г.
Аннотация:According to NMR (H-1, C-13) spectroscopy and molecular mechanics calculations 2-alkyl substituted 1,4-dithianes exist preferentially in the conformation with equatorially oriented substituents. The conformational free energy for the methyl group in 2-methyl-1,4-dithiane is estimated to be -1.20 +/- 0.14kcal/mol. For 1,4-dithianes with substituents of the CH2X type (X = acetoxy, halogen) the predominance of axial conformers is observed originating from an intramolecular electrostatic attraction.