@article{RasovicKochKleinpeteretal.2013, author = {Rasovic, Aleksandar and Koch, Andreas and Kleinpeter, Erich and Markovic, Rade}, title = {Studies of the regioselective ring-opening closing mode of functionally different thiazolidine type enaminones - en route to the synthesis of trithiaazapentalene derivatives}, series = {Tetrahedron}, volume = {69}, journal = {Tetrahedron}, number = {51}, publisher = {Elsevier}, address = {Oxford}, issn = {0040-4020}, doi = {10.1016/j.tet.2013.10.088}, pages = {10849 -- 10857}, year = {2013}, abstract = {Trithiaazapentalene derivatives were prepared by the reaction of 2-alkylidene-4-oxothiazolidines with Lawesson's reagent. They are classified as two structurally different trithiaazapentalene compounds that have different contributions of monocyclic 1,2-dithiole and 1,2,4-dithiazole structures and degrees of aromaticity of the bicyclic trithiaazapentalene system. The electron-donating ability of substituents at the C(5) position of the trithiaazapentalene system is recognized as the main cause for changes in pi-Celectron distribution. This is the first complete study of substituent effects on the structure of trithiapentalenes. (C) 2013 Elsevier Ltd. All rights reserved.}, language = {en} }