New polysulfur-nitrogen heterocycles by thermolysis of 1,3 lambda(4)delta(2),2,4-benzodithiadiazines in the hydrocarbon and fluorocarbon series Научная публикация
| Журнал |
European Journal of Inorganic Chemistry
ISSN: 1434-1948 , E-ISSN: 1099-0682 |
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| Вых. Данные | Год: 2005, Номер: 20, Страницы: 4099-4108 Страниц : 10 DOI: 10.1002/ejic.200500383 | ||||
| Ключевые слова | fluorescence; fluorine; nitrogen heterocycles; radicals; sulfur heterocycles; thermolysis | ||||
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Реферат:
In contrast to thermolysis of 1,3 lambda(4)delta(2),2,4-benzodithiadiazine (1) and its 5,6,7,8-tetrafluoro derivative 2 in dilute (10(-3) M) hydrocarbon solutions, which leads to persistent 1,2,3-benzodithiazolyls in nearly quantitative yields, the thermolysis of 1 and 2 (the 6-6 bicyclic system) in concentrated (0.5 M) solutions at 150-170 degrees C results in complex mixtures of various polysulfur-nitrogen heterocycles, in particular differently fused 5-5-6, 5-6-7 and 5-6-6-6 polycyclic systems that were previously unknown. The products were isolated by column chromatography, and the structures of the 5-5-6 (11, 12), 5-6-7 (5, 13), and 5-6-6-6 (6, 14, 15) polycyclic systems, as well as the 6-7 (4) and 5-6 (16) bicyclic derivatives, confirmed by X-ray diffraction. The crystal packing of 6 and 11-16 is discussed with special emphasis on pi-stacking interactions. The fluorescent properties of the 5-6-6-6 systems synthesized are reported. An alternative approach to the linear 5-6-6-6 system 15 based on self-condensation of an R-N=PPh3 precursor (R = 4,5,6,7-tetrafluoro-1,2,3-benzodithiazol-2-yl) is described, and the free-radical character of this new reaction is proved. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005).
Библиографическая ссылка:
Zhivonitko V.V.
, Makarov A.Y.
, Bagryanskaya I.Y.
, Gatilov Y.V.
, Shakirov M.M.
, Zibarev A.V.
New polysulfur-nitrogen heterocycles by thermolysis of 1,3 lambda(4)delta(2),2,4-benzodithiadiazines in the hydrocarbon and fluorocarbon series
European Journal of Inorganic Chemistry. 2005. N20. P.4099-4108. DOI: 10.1002/ejic.200500383 WOS Scopus РИНЦ OpenAlex
New polysulfur-nitrogen heterocycles by thermolysis of 1,3 lambda(4)delta(2),2,4-benzodithiadiazines in the hydrocarbon and fluorocarbon series
European Journal of Inorganic Chemistry. 2005. N20. P.4099-4108. DOI: 10.1002/ejic.200500383 WOS Scopus РИНЦ OpenAlex
Даты:
| Опубликована в печати: | 1 окт. 2005 г. |
Идентификаторы БД:
| Web of science: | WOS:000232961900015 |
| Scopus: | 2-s2.0-27444440514 |
| РИНЦ: | 13501164 |
| OpenAlex: | W1988754675 |