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Synthesis of K[4-ROC6F4BF3] from potassium pentafluorophenyltrifluoroborate and O-nucleophiles Научная публикация

Журнал Journal of Fluorine Chemistry
ISSN: 0022-1139
Вых. Данные Год: 2013, Том: 149, Страницы: 82-87 Страниц : DOI: 10.1016/j.jfluchem.2013.01.020
Ключевые слова Pentafluorophenyltrifluoroborate; O-nucleophile; Nucleophilic substitution; NMR spectroscopy
Авторы Shabalin Anton Yu. 1 , Adonin Nicolay Yu. 1 , Bardin Vadim V. 1,2 , Prikhod'ko Sergey A. 1 , Timofeeva Maria N. 1 , Bykova Maria V. 1 , Parmon Valentin N. 1
Организации
1 (Данные Web of science) SB RAS, GK Boreskov Inst Catalysis, Novosibirsk 630090, Russia
2 (Данные Web of science) SB RAS, NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia

Реферат: A new route to potassium polyfluoroaryltrifluoroborates, K[4-ROC6F4BF3], consisting in the nucleophilic alkoxydefluorination of K[C6F5BF3] with MOR (M = K, Na) in a polar aprotic solvent is suggested. Reaction of K[C6F5BF3] with KO-t-Bu proceeds smoothly at 25 degrees C in DME, but the attempted alkoxydefluorination of K[C6F5BF3] with other NaOR at 30 degrees C in DME failed. A series of K[4-ROC6F4BF3] (R approximate to Me, Et, Pr, i-Pr, Bu, PhCH2) is prepared using the corresponding sodium alkoxides in DMF at 130 degrees C in 80-90% isolated yield. Salt K[4-CH2=CHCH2OC6F4BF3] is prepared at 100 degrees C whereas at 130 degrees C formation of 2,3,5,6-C6F4HOCH2CH=CH2 occurs. Salt K[4-PhOC6F4BF3] is obtained in 82% yield using KOPh (2 equivalents) in DMSO at 130 degrees C. (C) 2013 Elsevier B.V. All rights reserved.
Библиографическая ссылка: Shabalin A.Y. , Adonin N.Y. , Bardin V.V. , Prikhod'ko S.A. , Timofeeva M.N. , Bykova M.V. , Parmon V.N.
Synthesis of K[4-ROC6F4BF3] from potassium pentafluorophenyltrifluoroborate and O-nucleophiles
Journal of Fluorine Chemistry. 2013. V.149. P.82-87. DOI: 10.1016/j.jfluchem.2013.01.020 WOS Scopus РИНЦ OpenAlex
Даты:
Опубликована в печати: 1 мая 2013 г.
Идентификаторы БД:
Web of science: WOS:000317883600013
Scopus: 2-s2.0-84875428391
РИНЦ: 20428290
OpenAlex: W2080025051
Цитирование в БД:
БД Цитирований
Web of science 13
Scopus 13
РИНЦ 11
OpenAlex 13
Альметрики: