Synthesis 2023; 55(12): 1855-1862
DOI: 10.1055/a-2012-5078
paper
Special Issue dedicated to Prof. Alain Krief

Visible-Light-Mediated Germanylation of Aryl Fluorides: Synthetic and Mechanistic Insights

Authors

  • Valentin Magné

    a   CNRS/Université Paul Sabatier, Laboratoire Hétérochimie Fondamentale et Appliquée (LHFA, UMR5069), 118 Route de Narbonne, 31062 Toulouse Cedex 09, France
  • Corentin Bellanger

    a   CNRS/Université Paul Sabatier, Laboratoire Hétérochimie Fondamentale et Appliquée (LHFA, UMR5069), 118 Route de Narbonne, 31062 Toulouse Cedex 09, France
  • Aqeel A. Hussein

    b   Department of Biomedical Science, College of Science, Komar University of Science and Technology, 46001 Sulaymaniyah, Kurdistan Region, Iraq
  • Nathalie Saffon-Merceron

    c   Institut de Chimie de Toulouse (UAR 2599), 118 Route de Narbonne, 31062 Toulouse Cedex 09, France
  • Sami Lakhdar

    a   CNRS/Université Paul Sabatier, Laboratoire Hétérochimie Fondamentale et Appliquée (LHFA, UMR5069), 118 Route de Narbonne, 31062 Toulouse Cedex 09, France

The Centre National de la Recherche Scientifique (CNRS), the Université Paul Sabatier (UPS), and the Agence Nationale de la Recherche (ANR – 220087, MLC-PhotoPhos) are gratefully acknowledged for financial support of this work.


Graphical Abstract

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Dedicated to Prof. Alain Krief on the occasion of his 80th birthday.

Abstract

We describe herein a metal-free synthesis of aryltriphenylgermanes from the reaction of triphenylgermane with fluoro(hetero)arenes in the presence of a base under blue light irradiation. The reaction proceeds under mild conditions and tolerates a few functionalities. The scope and limitations of this unprecedented approach are analyzed based on preliminary mechanistic studies.

Supporting Information



Publication History

Received: 28 November 2022

Accepted after revision: 13 January 2023

Accepted Manuscript online:
13 January 2023

Article published online:
13 February 2023

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