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Preparation of first examples of RFC CIF4 molecules. A study of the fluorination of selected 1-iodoalk-1-ynes with xenon difluoride/boron trifluoride Научная публикация

Журнал Journal of Fluorine Chemistry
ISSN: 0022-1139
Вых. Данные Год: 2013, Том: 146, Страницы: 98-104 Страниц : DOI: 10.1016/j.jfluchem.2013.01.006
Ключевые слова Perfluoroalkynyliodine tetrafluorides; 1-Iodoperfluoroalkyne; 1-Iodohex-1-yne; Xenon difluoride; Fluorination; NMR spectroscopy
Авторы Bardin Vadim V. 1 , Frohn Hermann-Josef 2
Организации
1 (Данные Web of science) SB RAS, NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia
2 (Данные Web of science) Univ Duisburg Essen, D-47048 Duisburg, Germany

Реферат: First examples of alk-1-yn-1-yliodine(V) molecules, CF3C CIF4 and C6F13C CIF4, were prepared by fluorination of the corresponding 1-iodoperfluoroalk-1-ynes with XeF2 in 1,1,1,3,3-pentafluorobutane (PFB) in the presence of BF3. The reaction of 1-iodo-2-(4-heptafluorotolyl)ethyne, 4-CF3C6F4C CI, with XeF2 (1.5 equiv) and BF3 resulted in a mixture of 4-CF3C6F4C CIF2 (main product), 4-CF3C6F4C CIF4, and trans-(4-CF3C6F4)CF=CFI, whereas under the action of 3 equiv of XeF2/BF3 a complex mixture of polyfluoroorganics and IF5 resulted. Non-fluorinated C4H9C CI reacted with XeF2/BF3 preferentially under fluorine addition across the triple bond and gave mainly C4H9CF2CF2I. The differing reactivity of CnF2n+1C CI and C4H9C CI is in accordance with the experimentally proved different reactivity of the triple bond in C6F13C CH and C4H9C CH toward XeF2/BF3 in PFB. Compound C6F13C CH was inert whereas C4H9C CH was converted into C4H9CF2CF2H (main product) under the same conditions. (C) 2013 Elsevier B.V. All rights reserved.
Библиографическая ссылка: Bardin V.V. , Frohn H-J.
Preparation of first examples of RFC CIF4 molecules. A study of the fluorination of selected 1-iodoalk-1-ynes with xenon difluoride/boron trifluoride
Journal of Fluorine Chemistry. 2013. V.146. P.98-104. DOI: 10.1016/j.jfluchem.2013.01.006 WOS Scopus РИНЦ OpenAlex
Даты:
Опубликована в печати: 1 февр. 2013 г.
Идентификаторы БД:
Web of science: WOS:000316588000015
Scopus: 2-s2.0-84873732461
РИНЦ: 20433707
OpenAlex: W2950733502
Цитирование в БД:
БД Цитирований
Web of science 1
Scopus 1
РИНЦ 1
OpenAlex 2
Альметрики: