Synthesis of 3,6-Divinyl-1,2,4,5-Tetrazine, the First Member of the Elusive Vinyltetrazine Family

Stéphanie Pican (1) , Vincent Lapinte (1, 2) , Jean-François Pilard (1) , Eric Pasquinet (3) , Lionel Beller (3) , Laurent Fontaine (1) , Didier Poullain (3)

1 UCO2M - Unité de chimie organique moléculaire et macromoléculaire
2 ICGM ICMMM - Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier
3 CEA Le Ripault - CEA Le Ripault

The synthesis of the first vinyltetrazine derivative is ­described. 3,6-Divinyl-1,2,4,5-tetrazine was obtained following a methodology involving cyclization from an imidate and use of 2-phenylsulfonylethyl groups as masked vinyl entities. The first properties of this unique compound are reported.

Mots clés: azo compounds; condensation; cyclizations; fused ring systems; heterocycles

Domaines: Polymères

Stéphanie Pican, Vincent Lapinte, Jean-François Pilard, Eric Pasquinet, Lionel Beller, et al.. Synthesis of 3,6-Divinyl-1,2,4,5-Tetrazine, the First Member of the Elusive Vinyltetrazine Family. SYNLETT, 2009, 5, pp.731-734. ⟨10.1055/s-0028-1087818⟩. ⟨hal-00379187⟩