Tetrazine is a compound that consists of a six-membered aromatic ring containing four nitrogen atoms with the molecular formula C2H2N4. The name tetrazine is used in the nomenclature of derivatives of this compound. Three core-ring isomers exist: 1,2,3,4-tetrazines, 1,2,3,5-tetrazines, and 1,2,4,5-tetrazines, also known as v-tetrazines, as-tetrazines and s-tetrazines respectively.[1]
Structure of 1,2,3,4-tetrazineStructure of 1,2,4,5-tetrazine
1,2,3,4-Tetrazines are often isolated fused to an aromatic ring system and are stabilized as the dioxide derivatives.
1,2,4,5-Tetrazineedit
1,2,4,5-Tetrazines are very well known and myriad 3,6-disubstituted 1,2,4,5-tetrazines are known.[2] These materials are of use in the area of energetic chemistry.
^Dalkılıç, Erdin, and Arif Daştan. "Synthesis of cyclopentadiene derivatives by retro-Diels–Alder reaction of norbornadiene derivatives." Tetrahedron 71.13 (2015): 1966-1970. Dalkılıç, Erdin, et al. "Novel and versatile protocol for the preparation of functionalized benzocyclotrimers." Tetrahedron Letters 50.17 (2009): 1989-1991.
^π-Bond Screening in Benzonorbornadienes: The Role of 7-Substituents in Governing the Facial Selectivity for the Diels-Alder Reaction of Benzonorbornadienes with 3,6-Di(2-pyridyl)-s-Tetrazine. Ronald N. Warrener and Peter A. Harrison Molecules2001, 6, 353–369 Online Article
January 01, 1970
tetrazine, confused, with, tetrazene, compound, that, consists, membered, aromatic, ring, containing, four, nitrogen, atoms, with, molecular, formula, c2h2n4, name, tetrazine, used, nomenclature, derivatives, this, compound, three, core, ring, isomers, exist, . Not to be confused with tetrazene Tetrazine is a compound that consists of a six membered aromatic ring containing four nitrogen atoms with the molecular formula C2H2N4 The name tetrazine is used in the nomenclature of derivatives of this compound Three core ring isomers exist 1 2 3 4 tetrazines 1 2 3 5 tetrazines and 1 2 4 5 tetrazines also known as v tetrazines as tetrazines and s tetrazines respectively 1 Structure of 1 2 3 4 tetrazine Structure of 1 2 4 5 tetrazine Contents 1 1 2 3 4 Tetrazines 2 1 2 4 5 Tetrazine 3 See also 4 References1 2 3 4 Tetrazines edit1 2 3 4 Tetrazines are often isolated fused to an aromatic ring system and are stabilized as the dioxide derivatives 1 2 4 5 Tetrazine edit1 2 4 5 Tetrazines are very well known and myriad 3 6 disubstituted 1 2 4 5 tetrazines are known 2 These materials are of use in the area of energetic chemistry The compound 3 6 di 2 pyridyl 1 2 4 5 tetrazine 3 has two pyridine substituents and is of importance as a reagent in Diels Alder reactions It reacts with norbornadiene in a sequence of one DA reaction and two retro DA reactions to cyclopentadiene and a pyridazine with exchange of an acetylene unit 4 nbsp With norbornadiene fused to an arene the reaction stops at an intermediary stage 5 See also edit nbsp Wikimedia Commons has media related to Tetrazines 6 membered rings with one nitrogen atom pyridine 6 membered rings with two nitrogen atoms diazines 6 membered rings with three nitrogen atoms triazines 6 membered rings with five nitrogen atoms pentazine 6 membered rings with six nitrogen atoms hexazineReferences edit Alvarez Builla Julio Jose Vaquero Juan Barluenga Jose 2011 Modern Heterocyclic Chemistry Wiley VCH p 1778 ISBN 978 3527332014 see United States Patent 6645325 Datasheet Link Dalkilic Erdin and Arif Dastan Synthesis of cyclopentadiene derivatives by retro Diels Alder reaction of norbornadiene derivatives Tetrahedron 71 13 2015 1966 1970 Dalkilic Erdin et al Novel and versatile protocol for the preparation of functionalized benzocyclotrimers Tetrahedron Letters 50 17 2009 1989 1991 p Bond Screening in Benzonorbornadienes The Role of 7 Substituents in Governing the Facial Selectivity for the Diels Alder Reaction of Benzonorbornadienes with 3 6 Di 2 pyridyl s Tetrazine Ronald N Warrener and Peter A Harrison Molecules 2001 6 353 369 Online Article Retrieved from https en wikipedia org w index php title Tetrazine amp oldid 1219848971, wikipedia, wiki, book, books, library,
