Display options
Cite
Kikushima K, Grellier M, Ohashi M, et al. Transition-Metal-Free Catalytic Hydrodefluorination of Polyfluoroarenes by Concerted Nucleophilic Aromatic Substitution with a Hydrosilicate. Angew Chem Int Ed Engl. 2017;56(51):16191-16196doi: 10.1002/anie.201708003.
Kikushima, K., Grellier, M., Ohashi, M., & Ogoshi, S. (2017). Transition-Metal-Free Catalytic Hydrodefluorination of Polyfluoroarenes by Concerted Nucleophilic Aromatic Substitution with a Hydrosilicate. Angewandte Chemie (International ed. in English), 56(51), 16191-16196. https://doi.org/10.1002/anie.201708003
Kikushima, Kotaro, et al. "Transition-Metal-Free Catalytic Hydrodefluorination of Polyfluoroarenes by Concerted Nucleophilic Aromatic Substitution with a Hydrosilicate." Angewandte Chemie (International ed. in English) vol. 56,51 (2017): 16191-16196. doi: https://doi.org/10.1002/anie.201708003
Kikushima K, Grellier M, Ohashi M, Ogoshi S. Transition-Metal-Free Catalytic Hydrodefluorination of Polyfluoroarenes by Concerted Nucleophilic Aromatic Substitution with a Hydrosilicate. Angew Chem Int Ed Engl. 2017 Dec 18;56(51):16191-16196. doi: 10.1002/anie.201708003. Epub 2017 Nov 22. PMID: 29072350.
Copy Download .nbib Format: NLM
Share it on

Angew Chem Int Ed Engl. 2017 Dec 18;56(51):16191-16196. doi: 10.1002/anie.201708003. Epub 2017 Nov 22.

Transition-Metal-Free Catalytic Hydrodefluorination of Polyfluoroarenes by Concerted Nucleophilic Aromatic Substitution with a Hydrosilicate.

Angewandte Chemie (International ed. in English)

Kotaro Kikushima, Mary Grellier, Masato Ohashi, Sensuke Ogoshi

Affiliations

  1. Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka, 565-0871, Japan.
  2. Daikin Research Alliance Laboratories, Faculty of Engineering, Osaka University, Suita, Osaka, 565-0871, Japan.
  3. Laboratoire de Chimie de Coordination (LCC), CNRS, 205 route de Narbonne, 31077, Toulouse Cedex 4, France.
  4. Université de Toulouse, UPS, INPT, 31077, Toulouse Cedex 4, France.

PMID: 29072350 DOI: 10.1002/anie.201708003

Abstract

A transition-metal-free catalytic hydrodefluorination (HDF) reaction of polyfluoroarenes is described. The reaction involves direct hydride transfer from a hydrosilicate as the key intermediate, which is generated from a hydrosilane and a fluoride salt. The eliminated fluoride regenerates the hydrosilicate to complete the catalytic cycle. Dispersion-corrected DFT calculations indicated that the HDF reaction proceeds through a concerted nucleophilic aromatic substitution (CS

© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: defluorination; fluoroarenes; hydride transfer; nucleophilic aromatic substitution; silicates

Publication Types