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Tetrabutylammonium Tetra( tert ‐Butyl Alcohol)‐Coordinated Fluoride as a Facile Fluoride Source
Author(s) -
Kim Dong Wook,
Jeong HwanJeong,
Lim Seok Tae,
Sohn MyungHee
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200803150
Subject(s) - fluoride , nucleophile , alcohol , solubility , tetra , chemistry , molecule , organic chemistry , inorganic chemistry , medicinal chemistry , catalysis
F − on : The title compound TBAF( t BuOH) 4 can act as a highly effective fluoride source for nucleophilic fluorination thanks to its favorable properties, such as a stable structure (in which the fluoride ion is surrounded by four bulky nonpolar protic alcohol molecules), a dehydrated state, low hygroscopicity, good solubility in organic solvents, good nucleophilicity, and low basicity.