Application of dynamic 1H-NMR spectroscopy added to the understanding of the hydrogen bonds existing in the structurally related 5-substituted-2-alkylidene-4-oxothiazolidines in polar and apolar solvents. The equilibrated mixtures of these typical push-pull alkenes in CDCl3 consist of the intramolecularly H-bonded (E)-isomer and intermolecularly H-bonded (Z)-isomer in varying proportions which depend on the solvent polarity. For the representative of the series (Z)-2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-1-phenylethanone a concentration effect on the degree of intermolecular hydrogen bonding in apolar CDCl3 has been studied.
Primenom dinamičke 1H-NMR spektroskopije došlo se do boljeg razumevanja o vrsti vodoničnih veza koje postoje u strukturno sličnim 5-supstituisanim 2-alkiliden-4-oksotiazolidinima u polarnim i apolarnim rastvaračima. Uravnotežene smese ovih tipičnih push-pull alkena u CDCl3 sadrže (E)-izomer vezan intramolekulskom vodoničnom vezom kao i intermolekulski vodoničnom vezom vezan (Z)-izomer u različitim odnosima, koji zavise od polarnosti rastvarača. U slučaju tipičnog predstavnika serije (Z)-2-(5-etoksikarbonilmetil-4-oksotiazolidin- 2-iliden)-1-feniletanona uticaj koncentracije na stepen stvaranja intermolekulske vodonične veze u apolarnom CDCl3 je takođe proučavan.
TY - JOUR
AU - Marković, Rade
AU - Shirazi, A.
AU - Džambaski, Zdravko
AU - Baranac, Marija M.
AU - Minić-Popović, Dragica M.
PY - 2003
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/108
AB - Application of dynamic 1H-NMR spectroscopy added to the understanding of the hydrogen bonds existing in the structurally related 5-substituted-2-alkylidene-4-oxothiazolidines in polar and apolar solvents. The equilibrated mixtures of these typical push-pull alkenes in CDCl3 consist of the intramolecularly H-bonded (E)-isomer and intermolecularly H-bonded (Z)-isomer in varying proportions which depend on the solvent polarity. For the representative of the series (Z)-2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-1-phenylethanone a concentration effect on the degree of intermolecular hydrogen bonding in apolar CDCl3 has been studied.
AB - Primenom dinamičke 1H-NMR spektroskopije došlo se do boljeg razumevanja o vrsti vodoničnih veza koje postoje u strukturno sličnim 5-supstituisanim 2-alkiliden-4-oksotiazolidinima u polarnim i apolarnim rastvaračima. Uravnotežene smese ovih tipičnih push-pull alkena u CDCl3 sadrže (E)-izomer vezan intramolekulskom vodoničnom vezom kao i intermolekulski vodoničnom vezom vezan (Z)-izomer u različitim odnosima, koji zavise od polarnosti rastvarača. U slučaju tipičnog predstavnika serije (Z)-2-(5-etoksikarbonilmetil-4-oksotiazolidin- 2-iliden)-1-feniletanona uticaj koncentracije na stepen stvaranja intermolekulske vodonične veze u apolarnom CDCl3 je takođe proučavan.
PB - Serbian Chemical Society
T2 - Journal of the Serbian Chemical Society
T1 - Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: 1H-MNR spectroscopic study
T1 - Vodonična veza u push-pull 5-supstituisanim 2-alkiliden-4-oksotiazolidinima: 1H-NMR spektroskopsko proučavanje
VL - 68
IS - 1
SP - 1
EP - 7
DO - 10.2298/JSC0301001M
ER -
@article{
author = "Marković, Rade and Shirazi, A. and Džambaski, Zdravko and Baranac, Marija M. and Minić-Popović, Dragica M.",
year = "2003",
abstract = "Application of dynamic 1H-NMR spectroscopy added to the understanding of the hydrogen bonds existing in the structurally related 5-substituted-2-alkylidene-4-oxothiazolidines in polar and apolar solvents. The equilibrated mixtures of these typical push-pull alkenes in CDCl3 consist of the intramolecularly H-bonded (E)-isomer and intermolecularly H-bonded (Z)-isomer in varying proportions which depend on the solvent polarity. For the representative of the series (Z)-2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-1-phenylethanone a concentration effect on the degree of intermolecular hydrogen bonding in apolar CDCl3 has been studied., Primenom dinamičke 1H-NMR spektroskopije došlo se do boljeg razumevanja o vrsti vodoničnih veza koje postoje u strukturno sličnim 5-supstituisanim 2-alkiliden-4-oksotiazolidinima u polarnim i apolarnim rastvaračima. Uravnotežene smese ovih tipičnih push-pull alkena u CDCl3 sadrže (E)-izomer vezan intramolekulskom vodoničnom vezom kao i intermolekulski vodoničnom vezom vezan (Z)-izomer u različitim odnosima, koji zavise od polarnosti rastvarača. U slučaju tipičnog predstavnika serije (Z)-2-(5-etoksikarbonilmetil-4-oksotiazolidin- 2-iliden)-1-feniletanona uticaj koncentracije na stepen stvaranja intermolekulske vodonične veze u apolarnom CDCl3 je takođe proučavan.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: 1H-MNR spectroscopic study, Vodonična veza u push-pull 5-supstituisanim 2-alkiliden-4-oksotiazolidinima: 1H-NMR spektroskopsko proučavanje",
volume = "68",
number = "1",
pages = "1-7",
doi = "10.2298/JSC0301001M"
}
Marković, R., Shirazi, A., Džambaski, Z., Baranac, M. M.,& Minić-Popović, D. M.. (2003). Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: 1H-MNR spectroscopic study. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 68(1), 1-7.
https://doi.org/10.2298/JSC0301001M
Marković R, Shirazi A, Džambaski Z, Baranac MM, Minić-Popović DM. Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: 1H-MNR spectroscopic study. in Journal of the Serbian Chemical Society. 2003;68(1):1-7.
doi:10.2298/JSC0301001M .
Marković, Rade, Shirazi, A., Džambaski, Zdravko, Baranac, Marija M., Minić-Popović, Dragica M., "Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: 1H-MNR spectroscopic study" in Journal of the Serbian Chemical Society, 68, no. 1 (2003):1-7,
https://doi.org/10.2298/JSC0301001M . .
