Thione-thiol tautomerism of thiourea ligands on silica surface

Quantum chemical calculations of the IR spectra of the thione and thiol forms of N, N'-dimethylthiourea and silica surface fragment with composition (HO)3SiCH2NHC(S)NHCH3 (density functional theory method, B3LYP/6-31G (d, p)) make it possible to fix indicator absorption bands of the tautomers....

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Main Authors: O. V. Smirnova, A. G. Grebenyuk, G. I. Nazarchuk, Yu. L. Zub
Format: Article
Language:English
Published: Chuiko Institute of Surface Chemistry of NAS of Ukraine 2015-05-01
Series:Хімія, фізика та технологія поверхні
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Online Access:https://cpts.com.ua/index.php/cpts/article/view/329
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author O. V. Smirnova
A. G. Grebenyuk
G. I. Nazarchuk
Yu. L. Zub
author_facet O. V. Smirnova
A. G. Grebenyuk
G. I. Nazarchuk
Yu. L. Zub
author_sort O. V. Smirnova
collection DOAJ
description Quantum chemical calculations of the IR spectra of the thione and thiol forms of N, N'-dimethylthiourea and silica surface fragment with composition (HO)3SiCH2NHC(S)NHCH3 (density functional theory method, B3LYP/6-31G (d, p)) make it possible to fix indicator absorption bands of the tautomers. The presence of absorption bands at 1586 cm-1 (or 1607 cm-1 in the case of surface fragment) reveals the thione form whereas appearance of the intensive absorption bands at 1714 (1707)cm -1 indicates the occurrence of the thiol form. The results of quantum chemical calculations on the total energy of the transition complex in vacuum at T = 298 K and on the activation energy values of thione-thiol tautomeric transition between different conformations of the cluster models have shown a decrease in the activation barrier due to the grafting of thiourea groups on silica surface. The configurations of the transition complexes were also determined.
format Article
id doaj-art-4ef4db5c5f5044828b7b0bbd202dd73e
institution Kabale University
issn 2079-1704
2518-1238
language English
publishDate 2015-05-01
publisher Chuiko Institute of Surface Chemistry of NAS of Ukraine
record_format Article
series Хімія, фізика та технологія поверхні
spelling doaj-art-4ef4db5c5f5044828b7b0bbd202dd73e2025-08-20T03:31:10ZengChuiko Institute of Surface Chemistry of NAS of UkraineХімія, фізика та технологія поверхні2079-17042518-12382015-05-016210.15407/hftp06.02.224Thione-thiol tautomerism of thiourea ligands on silica surfaceO. V. Smirnova0A. G. Grebenyuk1G. I. Nazarchuk2Yu. L. Zub3Chuiko Institute of Surface Chemistry of National Academy of Sciences of UkraineChuiko Institute of Surface Chemistry of National Academy of Sciences of UkraineChuiko Institute of Surface Chemistry of National Academy of Sciences of UkraineChuiko Institute of Surface Chemistry of National Academy of Sciences of UkraineQuantum chemical calculations of the IR spectra of the thione and thiol forms of N, N'-dimethylthiourea and silica surface fragment with composition (HO)3SiCH2NHC(S)NHCH3 (density functional theory method, B3LYP/6-31G (d, p)) make it possible to fix indicator absorption bands of the tautomers. The presence of absorption bands at 1586 cm-1 (or 1607 cm-1 in the case of surface fragment) reveals the thione form whereas appearance of the intensive absorption bands at 1714 (1707)cm -1 indicates the occurrence of the thiol form. The results of quantum chemical calculations on the total energy of the transition complex in vacuum at T = 298 K and on the activation energy values of thione-thiol tautomeric transition between different conformations of the cluster models have shown a decrease in the activation barrier due to the grafting of thiourea groups on silica surface. The configurations of the transition complexes were also determined.https://cpts.com.ua/index.php/cpts/article/view/329mesoporous silicathione-thiol tautomerismIR spectroscopyquantum chemical calculationsdensity functional theory method
spellingShingle O. V. Smirnova
A. G. Grebenyuk
G. I. Nazarchuk
Yu. L. Zub
Thione-thiol tautomerism of thiourea ligands on silica surface
Хімія, фізика та технологія поверхні
mesoporous silica
thione-thiol tautomerism
IR spectroscopy
quantum chemical calculations
density functional theory method
title Thione-thiol tautomerism of thiourea ligands on silica surface
title_full Thione-thiol tautomerism of thiourea ligands on silica surface
title_fullStr Thione-thiol tautomerism of thiourea ligands on silica surface
title_full_unstemmed Thione-thiol tautomerism of thiourea ligands on silica surface
title_short Thione-thiol tautomerism of thiourea ligands on silica surface
title_sort thione thiol tautomerism of thiourea ligands on silica surface
topic mesoporous silica
thione-thiol tautomerism
IR spectroscopy
quantum chemical calculations
density functional theory method
url https://cpts.com.ua/index.php/cpts/article/view/329
work_keys_str_mv AT ovsmirnova thionethioltautomerismofthiourealigandsonsilicasurface
AT aggrebenyuk thionethioltautomerismofthiourealigandsonsilicasurface
AT ginazarchuk thionethioltautomerismofthiourealigandsonsilicasurface
AT yulzub thionethioltautomerismofthiourealigandsonsilicasurface