TY  - JOUR
AU  - Marković, R.
AU  - Shirazi, A
AU  - Džambaski, Z.
AU  - Baranac-Stojanović, Marija
AU  - Minić, Dragica M.
PY  - 2004
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/567
AB  - H-1 NMR spectroscopy was used to investigate hydrogen bonding in the structurally related (Z)- and (E)-5-substituted-2-alkylidene-4-oxothiazolidines in polar and apolar solvents. The equilibrated mixtures of these typical push-pull alkenes consist of the intramolecularly H-bonded E-isomer and intermolecularly H-bonded Z-isomer in varying proportions which depend on the solvent polarity. For a representative of the series, (E)-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-1-phenylethanone (1), the lack of a concentration and temperature dependence of the large chemical NH shift (delta 12.06ppm) in CDCl3 indicates strong intramolecular resonance-assisted hydrogen-bond formation (RAHB). The upfield chemical shifts of the NH proton of the (Z)-1 isomer as a function of temperature increase and the large 1H NMR Deltadelta/DeltaT value (-11.82ppbdegreesC(-1), Z/E=60:40, or -10.33ppbdegreesC(-1), Z/E = 20: 80) in CDCl3 are explained in terms of a decrease in intermolecular H-bonding resulting in a greater amount of free or unassociated Z-isomer. Copyright (C) 2004 John Wiley Sons, Ltd.
PB  - John Wiley & Sons Ltd, Chichester
T2  - Journal of Physical Organic Chemistry
T1  - Configurational isomerization of push-pull thiazoliclinone derivatives controlled by intermolecular and-intramolecular RAHB: H-1 NMR dynamic investigation of concentration and temperature effects
VL  - 17
IS  - 2
SP  - 118
EP  - 123
DO  - 10.1002/poc.700
ER  - 

@article{
author = "Marković, R. and Shirazi, A and Džambaski, Z. and Baranac-Stojanović, Marija and Minić, Dragica M.",
year = "2004",
abstract = "H-1 NMR spectroscopy was used to investigate hydrogen bonding in the structurally related (Z)- and (E)-5-substituted-2-alkylidene-4-oxothiazolidines in polar and apolar solvents. The equilibrated mixtures of these typical push-pull alkenes consist of the intramolecularly H-bonded E-isomer and intermolecularly H-bonded Z-isomer in varying proportions which depend on the solvent polarity. For a representative of the series, (E)-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-1-phenylethanone (1), the lack of a concentration and temperature dependence of the large chemical NH shift (delta 12.06ppm) in CDCl3 indicates strong intramolecular resonance-assisted hydrogen-bond formation (RAHB). The upfield chemical shifts of the NH proton of the (Z)-1 isomer as a function of temperature increase and the large 1H NMR Deltadelta/DeltaT value (-11.82ppbdegreesC(-1), Z/E=60:40, or -10.33ppbdegreesC(-1), Z/E = 20: 80) in CDCl3 are explained in terms of a decrease in intermolecular H-bonding resulting in a greater amount of free or unassociated Z-isomer. Copyright (C) 2004 John Wiley Sons, Ltd.",
publisher = "John Wiley & Sons Ltd, Chichester",
journal = "Journal of Physical Organic Chemistry",
title = "Configurational isomerization of push-pull thiazoliclinone derivatives controlled by intermolecular and-intramolecular RAHB: H-1 NMR dynamic investigation of concentration and temperature effects",
volume = "17",
number = "2",
pages = "118-123",
doi = "10.1002/poc.700"
}

Marković, R., Shirazi, A., Džambaski, Z., Baranac-Stojanović, M.,& Minić, D. M.. (2004). Configurational isomerization of push-pull thiazoliclinone derivatives controlled by intermolecular and-intramolecular RAHB: H-1 NMR dynamic investigation of concentration and temperature effects. in Journal of Physical Organic Chemistry
John Wiley & Sons Ltd, Chichester., 17(2), 118-123.
https://doi.org/10.1002/poc.700

Marković R, Shirazi A, Džambaski Z, Baranac-Stojanović M, Minić DM. Configurational isomerization of push-pull thiazoliclinone derivatives controlled by intermolecular and-intramolecular RAHB: H-1 NMR dynamic investigation of concentration and temperature effects. in Journal of Physical Organic Chemistry. 2004;17(2):118-123.
doi:10.1002/poc.700 .

Marković, R., Shirazi, A, Džambaski, Z., Baranac-Stojanović, Marija, Minić, Dragica M., "Configurational isomerization of push-pull thiazoliclinone derivatives controlled by intermolecular and-intramolecular RAHB: H-1 NMR dynamic investigation of concentration and temperature effects" in Journal of Physical Organic Chemistry, 17, no. 2 (2004):118-123,
https://doi.org/10.1002/poc.700 . .

TY  - JOUR
AU  - Marković, R.
AU  - Shirazi, A
AU  - Džambaski, Z.
AU  - Baranac-Stojanović, Marija
AU  - Minić, Dragica M.
PY  - 2003
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/535
AB  - Application of dynamic H-1-NMR spectroscopy added to the understanding of the hydrogen bonds existing in the structurally related 5-substituted-2-alklidene-4-oxothiazolidines in polar and apolar solvents. The equilibrated mixtures of these topical 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 Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: H-1-NMR 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, R. and Shirazi, A and Džambaski, Z. and Baranac-Stojanović, Marija and Minić, Dragica M.",
year = "2003",
abstract = "Application of dynamic H-1-NMR spectroscopy added to the understanding of the hydrogen bonds existing in the structurally related 5-substituted-2-alklidene-4-oxothiazolidines in polar and apolar solvents. The equilibrated mixtures of these topical 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 Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: H-1-NMR 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-Stojanović, M.,& Minić, D. M.. (2003). Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: H-1-NMR spectroscopic study. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 68(1), 1-7.
https://doi.org/10.2298/JSC0301001M

Marković R, Shirazi A, Džambaski Z, Baranac-Stojanović M, Minić DM. Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: H-1-NMR spectroscopic study. in Journal of the Serbian Chemical Society. 2003;68(1):1-7.
doi:10.2298/JSC0301001M .

Marković, R., Shirazi, A, Džambaski, Z., Baranac-Stojanović, Marija, Minić, Dragica M., "Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: H-1-NMR spectroscopic study" in Journal of the Serbian Chemical Society, 68, no. 1 (2003):1-7,
https://doi.org/10.2298/JSC0301001M . .