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Perfluoroalkyl and ‐aryl Zinc Ate Complexes: Generation, Reactivity, and Synthetic Application
Author(s) -
Wang Xuan,
Hirano Keiichi,
Kurauchi Daisuke,
Kato Hisano,
Toriumi Naoyuki,
Takita Ryo,
Uchiyama Masanobu
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201501811
Subject(s) - zincate , dimethylzinc , aryl , reactivity (psychology) , chemistry , lithium (medication) , zinc , reagent , thermal stability , iodide , metal , combinatorial chemistry , organic chemistry , inorganic chemistry , alkyl , medicine , alternative medicine , pathology , endocrinology
A combination of dimethylzinc, perfluoroalkyl iodide, and LiCl afforded a new type of perfluoroalkyl (R F ) zinc ate complex. These complexes show much greater thermal stability than conventional perfluorinated metal species, such as R F –lithium species and Grignard reagents, and they can be used at room temperature or higher. The results of DFT calculations on the origin of the enhanced stability are reported and the synthetic utility of R F ‐zincate complexes is demonstrated.