Synthesis 2018; 50(18): 3671-3678
DOI: 10.1055/s-0037-1610151
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© Georg Thieme Verlag Stuttgart · New York

Persistent P-Stabilized Boryl Radicals with Bulky Substituents at Boron

Amos J. Rosenthal
a  CNRS, Université Paul Sabatier, Laboratoire Hétérochimie Fondamentale et Appliquée (LHFA, UMR 5069), 118 route de Narbonne, 31062 Toulouse Cedex 09, France   Email: dbouriss@chimie.ups-tlse.fr
,
Sonia Mallet-Ladeira
b  Institut de Chimie de Toulouse (FR 2599), 118 route de Narbonne, 31062 Toulouse Cedex 9, France
,
Ghenwa Bouhadir
a  CNRS, Université Paul Sabatier, Laboratoire Hétérochimie Fondamentale et Appliquée (LHFA, UMR 5069), 118 route de Narbonne, 31062 Toulouse Cedex 09, France   Email: dbouriss@chimie.ups-tlse.fr
,
a  CNRS, Université Paul Sabatier, Laboratoire Hétérochimie Fondamentale et Appliquée (LHFA, UMR 5069), 118 route de Narbonne, 31062 Toulouse Cedex 09, France   Email: dbouriss@chimie.ups-tlse.fr
› Author Affiliations
The Centre National de la Recherche Scientifique (CNRS) and the Université Paul Sabatier (UPS) are acknowledged for financial support of this work.
Further Information

Publication History

Received: 01 April 2018

Accepted after revision: 16 April 2018

Publication Date:
19 June 2018 (online)


Published as part of the Special Section on the Main Group Metal Chemistry Symposium

Abstract

Two new P-stabilized boryl radicals [Ph2P(naph)BAr] (Ar = Tip and Ter) have been prepared and characterized by electron paramagnetic resonance spectroscopy. These radicals are persistent for several days in solution at room temperature. The high steric congestion at boron does not prevent radical reactivity. Two different types of dimerization equilibrium have been observed. The structures of the dimers have been unambiguously established by X-ray diffraction crystallography.

Supporting Information

 
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