title: Perfluoroalkyl and -aryl zinc ate complexes: generation, reactivity, and synthetic application.
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.
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033 (Japan).
authors.forename: Xuan
authors.initials: X
authors.lastname: Wang
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033 (Japan). k1hirano@mol.f.u-tokyo.ac.jp.|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). k1hirano@mol.f.u-tokyo.ac.jp.
authors.forename: Keiichi
authors.initials: K
authors.lastname: Hirano
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033 (Japan).
authors.forename: Daisuke
authors.initials: D
authors.lastname: Kurauchi
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033 (Japan).
authors.forename: Hisano
authors.initials: H
authors.lastname: Kato
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033 (Japan).
authors.forename: Naoyuki
authors.initials: N
authors.lastname: Toriumi
authors.affiliation: 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).
authors.forename: Ryo
authors.initials: R
authors.lastname: Takita
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033 (Japan). uchiyama@mol.f.u-tokyo.ac.jp.|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). uchiyama@mol.f.u-tokyo.ac.jp.
authors.forename: Masanobu
authors.initials: M
authors.lastname: Uchiyama
mesh_terms: D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry*; D005466:Fluorocarbons / Q000138:chemical synthesis / Q000737:chemistry*; D007454:Iodides / Q000138:chemical synthesis / Q000737:chemistry; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry*
chemical_list: D056831:Coordination Complexes; D005466:Fluorocarbons; D007454:Iodides; D009942:Organometallic Compounds; C511262:dimethylzinc; D015032:Zinc
keywords: ate complexes; chemoselectivity; density functional calculations; perfluoroalkylation; zinc