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Amino(organo)boranes, synthèse et propriétés.

Abstract : This manuscript presents the synthesis, reactivity and properties of amino(organo)boranes. The diisopropylaminoborane has been used for the formation of carbon-boron bonds. Its reactivity as a borylating agent was first explored for the hydroboration of alkynes catalyzed by Schwartz reageant. A large variety of alkenylaminoboranes, -boronates and -diazaborolanes was thus synthesized. Their stereoselective transformation into E and Z bromoalkenes was also optimized. The borylation of terminal alkynes via a tandem process of dehydrogenation/ dehydrogenative coupling allowed the access to a large scope of alkynylaminoboranes. Finally, the different reactivities of aminoboranes were used for the preparation of borinic acids bearing a phosphine group but also of a new class of chiral boron derivatives via a C-B atropisomerism. These chiral aminoarylboranes were fully characterized after separating the enantiomers and running spectroscopic analyses and racemization studies.
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Mélodie Birepinte. Amino(organo)boranes, synthèse et propriétés.. Chimie organique. Université de Bordeaux, 2019. Français. ⟨NNT : 2019BORD0231⟩. ⟨tel-03017575⟩

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