Qian Wang, Quan Tao, Hui Dong
Oct 29, 2021
Citations
0
Influential Citations
3
Citations
Journal
Angewandte Chemie
Abstract
Perfluoro- tert -butylation reaction has long remained a challenging task. We now report the use of 1,1-dibromo-2,2bis(trifluoromethyl)ethylene (DBBF) as a practical reagent for perfluoro- tert -butylation reactions for the first time. Through a consecutive triple-fluorination process with DBBF and CsF, the (CF 3 ) 3 C - species can be liberated and observed, which is able to serve as a robust nucleophilic perfluoro- tert -butylating agent for various electrophiles. The power of this synthetic protocol is evidenced by the efficient synthesis of structurally diverse perfluoro tert -butylated molecules. Multiple applications demonstrate the practicability of this method, as well as the superiority of perfluoro tert -butylated compounds as sensitive probes. The perfluoro- tert butylated product 3t was successfully applied in 1 H- and 19 Fmagnetic resonance imaging (MRI) experiment with an ultra-low field (ULF) MRI system.