Configurational isomerization of stereo-defined 5-substituted and un-substituted 2-alkylidene-4-oxothiazolidines (1) in the solid state, giving the Z/E mixtures in various ratios, was investigated by H-1-NMR spectroscopy, X-ray powder crystallography and differential scanning calorimetry (DSC). The Z/E composition can be rationalized in terms of non-covalent interactions, involving intermolecular and intramolccular hydrogen bonding and directional non-bonded 1,5-type S center dot center dot center dot O interactions. X-Ray powder crystallography, using selected crystalline (Z)-4-oxothiazolidine substrate, revealed transformation to the amorphous state during the irreversible Z - gt E process. A correlation between previous results on the Z/E isomerization in solution and now in the solid state was established.
TY - JOUR
AU - Džambaski, Zdravko
AU - Stojanović, Milovan
AU - Baranac-Stojanović, Marija
AU - Minić, Dragica M.
AU - Marković, Rade
PY - 2011
UR - https://cherry.chem.bg.ac.rs/handle/123456789/1331
AB - Configurational isomerization of stereo-defined 5-substituted and un-substituted 2-alkylidene-4-oxothiazolidines (1) in the solid state, giving the Z/E mixtures in various ratios, was investigated by H-1-NMR spectroscopy, X-ray powder crystallography and differential scanning calorimetry (DSC). The Z/E composition can be rationalized in terms of non-covalent interactions, involving intermolecular and intramolccular hydrogen bonding and directional non-bonded 1,5-type S center dot center dot center dot O interactions. X-Ray powder crystallography, using selected crystalline (Z)-4-oxothiazolidine substrate, revealed transformation to the amorphous state during the irreversible Z - gt E process. A correlation between previous results on the Z/E isomerization in solution and now in the solid state was established.
PB - Serbian Chemical Soc, Belgrade
T2 - Journal of the Serbian Chemical Society
T1 - Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions
VL - 76
IS - 3
SP - 317
EP - 328
DO - 10.2298/JSC100607038D
UR - Kon_2169
ER -
@article{
author = "Džambaski, Zdravko and Stojanović, Milovan and Baranac-Stojanović, Marija and Minić, Dragica M. and Marković, Rade",
year = "2011",
abstract = "Configurational isomerization of stereo-defined 5-substituted and un-substituted 2-alkylidene-4-oxothiazolidines (1) in the solid state, giving the Z/E mixtures in various ratios, was investigated by H-1-NMR spectroscopy, X-ray powder crystallography and differential scanning calorimetry (DSC). The Z/E composition can be rationalized in terms of non-covalent interactions, involving intermolecular and intramolccular hydrogen bonding and directional non-bonded 1,5-type S center dot center dot center dot O interactions. X-Ray powder crystallography, using selected crystalline (Z)-4-oxothiazolidine substrate, revealed transformation to the amorphous state during the irreversible Z - gt E process. A correlation between previous results on the Z/E isomerization in solution and now in the solid state was established.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions",
volume = "76",
number = "3",
pages = "317-328",
doi = "10.2298/JSC100607038D",
url = "Kon_2169"
}
Džambaski, Z., Stojanović, M., Baranac-Stojanović, M., Minić, D. M.,& Marković, R.. (2011). Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 76(3), 317-328.
https://doi.org/10.2298/JSC100607038D
Kon_2169
Džambaski Z, Stojanović M, Baranac-Stojanović M, Minić DM, Marković R. Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions. in Journal of the Serbian Chemical Society. 2011;76(3):317-328.
doi:10.2298/JSC100607038D
Kon_2169 .
Džambaski, Zdravko, Stojanović, Milovan, Baranac-Stojanović, Marija, Minić, Dragica M., Marković, Rade, "Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions" in Journal of the Serbian Chemical Society, 76, no. 3 (2011):317-328,
https://doi.org/10.2298/JSC100607038D .,
Kon_2169 .
