From Phosphonic Acid to O–P Heterocycles Using MW: An Access to [5]-, [6]- and [8]-Membered Annelated Phosphinates - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Chemistry Africa Année : 2023

From Phosphonic Acid to O–P Heterocycles Using MW: An Access to [5]-, [6]- and [8]-Membered Annelated Phosphinates

Sabri Hassen
  • Fonction : Auteur
Youssef Arfaoui
  • Fonction : Auteur
Damien Prim
Med Lotfi Efrit

Résumé

In this work, we describe the synthesis of O,P-heterocycles with sizes of 5, 6 and 8 atoms. A one pot-two steps processes accounts for the preparation of 1,2-oxaphosphinane and 1,2-oxaphosphacane. The synthesis of 1,2-oxaphospholane requires two steps involving the installation of functional group on the phosphinate introducing a P-O bond followed by the formation of a Pd-catalyzed C-P bond formation. Their molecular structures were assessed by single crystal X-ray diffraction. The geometries of the studied compounds were optimized using density functional theory (DFT) at the B3LYP and M06-2X hybrid functionals and compared to the experimental solid state data. In addition, Hirchfeld surfaces and frontier molecular orbitals were described.

Domaines

Chimie
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Dates et versions

hal-04334547 , version 1 (11-12-2023)

Identifiants

Citer

Safa Azzouni, Anne Gaucher, Sabri Hassen, Youssef Arfaoui, Jérôme C. Marrot, et al.. From Phosphonic Acid to O–P Heterocycles Using MW: An Access to [5]-, [6]- and [8]-Membered Annelated Phosphinates. Chemistry Africa, 2023, ⟨10.1007/s42250-023-00816-y⟩. ⟨hal-04334547⟩
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