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Perfluoroalkyl and ‐aryl Zinc Ate Complexes: Generation,Reactivity, and Synthetic Application
Authors:Dr Xuan Wang  Dr Keiichi Hirano  Daisuke Kurauchi  Hisano Kato  Naoyuki Toriumi  Dr Ryo Takita  Prof Dr Masanobu Uchiyama
Institution:1. Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7‐3‐1 Hongo, Bunkyo‐ku, Tokyo 113‐0033 (Japan);2. Advanced Elements Chemistry Research Team, RIKEN Center for Sustainable Resource Science, and Elements Chemistry Laboratory, RIKEN, 2‐1 Hirosawa, Wako‐shi, Saitama 351‐0198 (Japan)
Abstract:A combination of dimethylzinc, perfluoroalkyl iodide, and LiCl afforded a new type of perfluoroalkyl (RF) zinc ate complex. These complexes show much greater thermal stability than conventional perfluorinated metal species, such as RF–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 RF‐zincate complexes is demonstrated.
Keywords:ate complexes  chemoselectivity  density functional calculations  perfluoroalkylation  zinc
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