Skip to Main content Skip to Navigation
New interface
Journal articles

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

Abstract : 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.
Document type :
Journal articles
Complete list of metadata

https://hal-univ-lyon1.archives-ouvertes.fr/hal-03460647
Contributor : Chaza Darwich Connect in order to contact the contributor
Submitted on : Wednesday, December 1, 2021 - 9:47:44 AM
Last modification on : Tuesday, September 27, 2022 - 4:41:26 AM

Identifiers

Collections

Citation

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⟩

Share

Metrics

Record views

9

Files downloads

42