Study of the reactivity of 1,1’-dimethylbistetrazole towards catalytic hydrogenation and chemical reduction - Université Claude Bernard Lyon 1 Accéder directement au contenu
Article Dans Une Revue Reaction kinetics, mechanisms and catalysis Année : 2021

Study of the reactivity of 1,1’-dimethylbistetrazole towards catalytic hydrogenation and chemical reduction

Résumé

Investigating the possibility of a straightforward formation of tetrazoline or tetrazolidine structures, the reactivity of a tetrazole derivative towards reducing conditions has been studied. The catalytic hydrogenation of 1,1’-dimethylbistetrazole (DMBT) was carried out using various catalysts (Pd/C, Pt/C, Rh/C, Pd/Pt/C, Lindlar, PtO2 and Raney Ni) over a wide range of hydrogen pressure (35–150 bar) and a temperature range from 20 to 60 °C. This exhaustive study enabled to find the optimal conditions for DMBT hydrogenation and to suggest a plausible reaction mechanism. The chemical reduction of DMBT was conducted using several hydrides (BH3, NaBH4, DIBAL and LiAlH4). The reduction products were identified subsequently to conditions optimizing. The suggested reaction mechanism, featuring a retro-[3 + 2]-cycloaddition, was validated by both experimental and theoretical approaches.
Fichier principal
Vignette du fichier
Full paper_Darwich et al.pdf (453.88 Ko) Télécharger le fichier
Supporting Information_Darwich et al.pdf (346.54 Ko) Télécharger le fichier
Origine : Fichiers produits par l'(les) auteur(s)

Dates et versions

hal-03460647 , version 1 (01-12-2021)

Identifiants

Citer

Teddy Gilloux, Guy Jacob, Emilie Labarthe, Henri Delalu, Chaza Darwich. Study of the reactivity of 1,1’-dimethylbistetrazole towards catalytic hydrogenation and chemical reduction. Reaction kinetics, mechanisms and catalysis, 2021, 134 (2), pp.851-865. ⟨10.1007/s11144-021-02118-1⟩. ⟨hal-03460647⟩
17 Consultations
86 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More