Skip to Main content Skip to Navigation

Etude de Diradicaux singulets hétérocycliques

Abstract : Diradicals are reputed to be very unstable. For instance, the cyclobutanediyl which is an archetypal organic diradical has been stabilized only in matrixes at low temperature.
This study is concerned with the design of singlet diradicals based on phosphorus and boron.
In the first chapter, we will show in a bibliographic introduction how the use of heteroelements allowed the isolation of the first localized singlet diradical indefinitely stable at room temperature with a skeleton based on boron and phosphorus.
In a second chapter, we will study the influence of the substituents beared by the atoms of boron and phosphorus. After a study of different models already known, we will describe the synthesis of an unsymmetrical model on boron. We will see that this model displayed an unexpected behaviour.
In a third chapter, we will study the catenation of diradicals. We will examine different models already synthesized in our group and we will see how the study on the influence of the substituents helped us to understand the phenomena observed with tetraradicals. We will also see the synthesis of new models of tetraradicals.
Finally, in the fourth chapter, we will focus on the reactivity of diradicals. We will see that diradicals feature a radical-type reactivity especially when it comes to initiating polymerizations. Then, we will study the electrophilic 1,3 additions of Brönsted acids on diradicals.
This last study was carried out by a combination of experimental and computational methods in collaboration with Dr. Laurent Maron of the “Laboratoire de physique quantique”.
Document type :
Complete list of metadata

Cited literature [61 references]  Display  Hide  Download
Contributor : Marie-Josée Pedussault <>
Submitted on : Thursday, December 13, 2007 - 2:56:40 PM
Last modification on : Friday, March 12, 2021 - 1:32:09 PM
Long-term archiving on: : Monday, April 12, 2010 - 7:23:28 AM


  • HAL Id : tel-00196771, version 1



Gad Fuks. Etude de Diradicaux singulets hétérocycliques. Autre. Université Paul Sabatier - Toulouse III, 2007. Français. ⟨tel-00196771⟩



Record views


Files downloads