Reaction of a 3-aryilidene-2-thiohydantoin derivative with polymeric trans-[CuCl2(DMSO)(2)](n) complex: unexpected isomerization to dinuclear cis-[{CuCl(DMSO)(2)}(mu-Cl)](2)
Аутори
Stanić, Petar B.Rodić, Marko, V
Soldatović, Tanja, V
Pavić, Aleksandar
Radaković, Nataša
Smit, Biljana M.
Živković, Marija D.
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
The 3-arylidene-2-thiohydantoin derivative, 3-[(2-hydroxybenzylidene)amino]-2-thioxoimidazolidin-4-one, was synthesized in a two-step condensation reaction of 2-hydroxybenzaldehyde, thiosemicarbazide and ethyl chloroacetate. The ligand was structurally characterized by NMR and IR spectroscopy, as well as by elemental analysis. In the reaction of the well-known polymeric trans-[CuCl2(DMSO)(2)](n) complex with the polydentate thiohydantoin type ligand, instead of the corresponding copper thiohydantoin complex, unexpectedly, the dinuclear cis-[{CuCl(DMSO)(2)}(mu-Cl)](2) complex (1) was formed predominantly as the final stable product. The structure of the complex 1 was confirmed by single crystal X-ray diffraction analysis. The cis-complex is obtained through assisted isomerization of the trans-form, in which the thiohydantoin derivative has a crucial role.
Кључне речи:
spectroscopic characterization / single crystal X-ray analysis / Cu(II) complex / antimicrobial activityИзвор:
Journal of the Serbian Chemical Society, 2020, 85, 12, 1591-1603Издавач:
- Srpsko hemijsko društvo, Beograd
Финансирање / пројекти:
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200378 (Институт за информационе технологије, Крагујевац) (RS-MESTD-inst-2020-200378)
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200125 (Универзитет у Новом Саду, Природно-математички факултет) (RS-MESTD-inst-2020-200125)
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200122 (Универзитет у Крагујевцу, Природно-математички факултет) (RS-MESTD-inst-2020-200122)
DOI: 10.2298/JSC200917060S
ISSN: 0352-5139
WoS: 000617343400006
Scopus: 2-s2.0-85098635360
Институција/група
Institut za molekularnu genetiku i genetičko inženjerstvoTY - JOUR AU - Stanić, Petar B. AU - Rodić, Marko, V AU - Soldatović, Tanja, V AU - Pavić, Aleksandar AU - Radaković, Nataša AU - Smit, Biljana M. AU - Živković, Marija D. PY - 2020 UR - https://imagine.imgge.bg.ac.rs/handle/123456789/1317 AB - The 3-arylidene-2-thiohydantoin derivative, 3-[(2-hydroxybenzylidene)amino]-2-thioxoimidazolidin-4-one, was synthesized in a two-step condensation reaction of 2-hydroxybenzaldehyde, thiosemicarbazide and ethyl chloroacetate. The ligand was structurally characterized by NMR and IR spectroscopy, as well as by elemental analysis. In the reaction of the well-known polymeric trans-[CuCl2(DMSO)(2)](n) complex with the polydentate thiohydantoin type ligand, instead of the corresponding copper thiohydantoin complex, unexpectedly, the dinuclear cis-[{CuCl(DMSO)(2)}(mu-Cl)](2) complex (1) was formed predominantly as the final stable product. The structure of the complex 1 was confirmed by single crystal X-ray diffraction analysis. The cis-complex is obtained through assisted isomerization of the trans-form, in which the thiohydantoin derivative has a crucial role. PB - Srpsko hemijsko društvo, Beograd T2 - Journal of the Serbian Chemical Society T1 - Reaction of a 3-aryilidene-2-thiohydantoin derivative with polymeric trans-[CuCl2(DMSO)(2)](n) complex: unexpected isomerization to dinuclear cis-[{CuCl(DMSO)(2)}(mu-Cl)](2) EP - 1603 IS - 12 SP - 1591 VL - 85 DO - 10.2298/JSC200917060S ER -
@article{ author = "Stanić, Petar B. and Rodić, Marko, V and Soldatović, Tanja, V and Pavić, Aleksandar and Radaković, Nataša and Smit, Biljana M. and Živković, Marija D.", year = "2020", abstract = "The 3-arylidene-2-thiohydantoin derivative, 3-[(2-hydroxybenzylidene)amino]-2-thioxoimidazolidin-4-one, was synthesized in a two-step condensation reaction of 2-hydroxybenzaldehyde, thiosemicarbazide and ethyl chloroacetate. The ligand was structurally characterized by NMR and IR spectroscopy, as well as by elemental analysis. In the reaction of the well-known polymeric trans-[CuCl2(DMSO)(2)](n) complex with the polydentate thiohydantoin type ligand, instead of the corresponding copper thiohydantoin complex, unexpectedly, the dinuclear cis-[{CuCl(DMSO)(2)}(mu-Cl)](2) complex (1) was formed predominantly as the final stable product. The structure of the complex 1 was confirmed by single crystal X-ray diffraction analysis. The cis-complex is obtained through assisted isomerization of the trans-form, in which the thiohydantoin derivative has a crucial role.", publisher = "Srpsko hemijsko društvo, Beograd", journal = "Journal of the Serbian Chemical Society", title = "Reaction of a 3-aryilidene-2-thiohydantoin derivative with polymeric trans-[CuCl2(DMSO)(2)](n) complex: unexpected isomerization to dinuclear cis-[{CuCl(DMSO)(2)}(mu-Cl)](2)", pages = "1603-1591", number = "12", volume = "85", doi = "10.2298/JSC200917060S" }
Stanić, P. B., Rodić, M. V., Soldatović, T. V., Pavić, A., Radaković, N., Smit, B. M.,& Živković, M. D.. (2020). Reaction of a 3-aryilidene-2-thiohydantoin derivative with polymeric trans-[CuCl2(DMSO)(2)](n) complex: unexpected isomerization to dinuclear cis-[{CuCl(DMSO)(2)}(mu-Cl)](2). in Journal of the Serbian Chemical Society Srpsko hemijsko društvo, Beograd., 85(12), 1591-1603. https://doi.org/10.2298/JSC200917060S
Stanić PB, Rodić MV, Soldatović TV, Pavić A, Radaković N, Smit BM, Živković MD. Reaction of a 3-aryilidene-2-thiohydantoin derivative with polymeric trans-[CuCl2(DMSO)(2)](n) complex: unexpected isomerization to dinuclear cis-[{CuCl(DMSO)(2)}(mu-Cl)](2). in Journal of the Serbian Chemical Society. 2020;85(12):1591-1603. doi:10.2298/JSC200917060S .
Stanić, Petar B., Rodić, Marko, V, Soldatović, Tanja, V, Pavić, Aleksandar, Radaković, Nataša, Smit, Biljana M., Živković, Marija D., "Reaction of a 3-aryilidene-2-thiohydantoin derivative with polymeric trans-[CuCl2(DMSO)(2)](n) complex: unexpected isomerization to dinuclear cis-[{CuCl(DMSO)(2)}(mu-Cl)](2)" in Journal of the Serbian Chemical Society, 85, no. 12 (2020):1591-1603, https://doi.org/10.2298/JSC200917060S . .