Studies of the regioselective ring-opening closing mode of functionally different thiazolidine type enaminones: en route to the synthesis of trithiaazapentalene derivatives
Само за регистроване кориснике
2013
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Trithiaazapentalene derivatives were prepared by the reaction of 2-alkylidene-4-oxothiazolidines with Lawesson's reagent. They are classified as two structurally different trithiaazapentalene compounds that have different contributions of monocyclic 1,2-dithiole and 1,2,4-dithiazole structures and degrees of aromaticity of the bicyclic trithiaazapentalene system. The electron-donating ability of substituents at the C(5) position of the trithiaazapentalene system is recognized as the main cause for changes in pi-Celectron distribution. This is the first complete study of substituent effects on the structure of trithiapentalenes.
Кључне речи:
Trithiapentalene / 1,2-Dithiole / 1,2,4-Dithiazole / 4-Oxothiazolidine / Rearrangement to trithiaazapentalene / Push-pull characterИзвор:
Tetrahedron, 2013, 69, 51, 10849-10857Издавач:
- Oxford : Pergamon-Elsevier Science Ltd
Финансирање / пројекти:
- Експериментална и теоријска проучавања реактивности и биолошка активност стереодефинисаних тиазолидина и синтетичких аналога (RS-MESTD-Basic Research (BR or ON)-172020)
- Deutscher Akademischer Austauschdienst (DAAD)-project - 504 252 70
DOI: 10.1016/j.tet.2013.10.088
ISSN: 0040-4020
WoS: 000328808300009
Scopus: 2-s2.0-84888646581
Институција/група
IHTMTY - JOUR AU - Rašović, Aleksandar AU - Koch, Andreas AU - Kleinpeter, Erich AU - Marković, Rade PY - 2013 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1227 AB - Trithiaazapentalene derivatives were prepared by the reaction of 2-alkylidene-4-oxothiazolidines with Lawesson's reagent. They are classified as two structurally different trithiaazapentalene compounds that have different contributions of monocyclic 1,2-dithiole and 1,2,4-dithiazole structures and degrees of aromaticity of the bicyclic trithiaazapentalene system. The electron-donating ability of substituents at the C(5) position of the trithiaazapentalene system is recognized as the main cause for changes in pi-Celectron distribution. This is the first complete study of substituent effects on the structure of trithiapentalenes. PB - Oxford : Pergamon-Elsevier Science Ltd T2 - Tetrahedron T1 - Studies of the regioselective ring-opening closing mode of functionally different thiazolidine type enaminones: en route to the synthesis of trithiaazapentalene derivatives VL - 69 IS - 51 SP - 10849 EP - 10857 DO - 10.1016/j.tet.2013.10.088 ER -
@article{ author = "Rašović, Aleksandar and Koch, Andreas and Kleinpeter, Erich and Marković, Rade", year = "2013", abstract = "Trithiaazapentalene derivatives were prepared by the reaction of 2-alkylidene-4-oxothiazolidines with Lawesson's reagent. They are classified as two structurally different trithiaazapentalene compounds that have different contributions of monocyclic 1,2-dithiole and 1,2,4-dithiazole structures and degrees of aromaticity of the bicyclic trithiaazapentalene system. The electron-donating ability of substituents at the C(5) position of the trithiaazapentalene system is recognized as the main cause for changes in pi-Celectron distribution. This is the first complete study of substituent effects on the structure of trithiapentalenes.", publisher = "Oxford : Pergamon-Elsevier Science Ltd", journal = "Tetrahedron", title = "Studies of the regioselective ring-opening closing mode of functionally different thiazolidine type enaminones: en route to the synthesis of trithiaazapentalene derivatives", volume = "69", number = "51", pages = "10849-10857", doi = "10.1016/j.tet.2013.10.088" }
Rašović, A., Koch, A., Kleinpeter, E.,& Marković, R.. (2013). Studies of the regioselective ring-opening closing mode of functionally different thiazolidine type enaminones: en route to the synthesis of trithiaazapentalene derivatives. in Tetrahedron Oxford : Pergamon-Elsevier Science Ltd., 69(51), 10849-10857. https://doi.org/10.1016/j.tet.2013.10.088
Rašović A, Koch A, Kleinpeter E, Marković R. Studies of the regioselective ring-opening closing mode of functionally different thiazolidine type enaminones: en route to the synthesis of trithiaazapentalene derivatives. in Tetrahedron. 2013;69(51):10849-10857. doi:10.1016/j.tet.2013.10.088 .
Rašović, Aleksandar, Koch, Andreas, Kleinpeter, Erich, Marković, Rade, "Studies of the regioselective ring-opening closing mode of functionally different thiazolidine type enaminones: en route to the synthesis of trithiaazapentalene derivatives" in Tetrahedron, 69, no. 51 (2013):10849-10857, https://doi.org/10.1016/j.tet.2013.10.088 . .