TY  - JOUR
A1  - Rasovic, Aleksandar
A1  - Koch, Andreas
A1  - Kleinpeter, Erich
A1  - Markovic, Rade
T1  - Studies of the regioselective ring-opening closing mode of functionally different thiazolidine type enaminones - en route to the synthesis of trithiaazapentalene derivatives
T2  - Tetrahedron
N2  - 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.
KW  - Trithiapentalene
KW  - 1,2-Dithiole
KW  - 1,2,4-Dithiazole
KW  - 4-Oxothiazolidine
KW  - Rearrangement to trithiaazapentalene
KW  - Push-pull character
Y1  - 2013
UR  - https://publishup.uni-potsdam.de/frontdoor/index/index/docId/34507
SN  - 0040-4020
VL  - 69
IS  - 51
SP  - 10849
EP  - 10857
PB  - Elsevier
CY  - Oxford
ER  -