87838-79-7Relevant academic research and scientific papers
The Reactions of 1,2,3-Triazolium-1-imides with Dipolarophiles: Kinetics and Mechanism. Azolium 1,3-Dipoles
Butler, Richard N.,Lysaght, Fiona A.,Burke, Luke A.
, p. 1103 - 1106 (2007/10/02)
The reactions of substituted 1,2,3-triazolium-1-imides with dipolarophiles ar dipole-HOMO controlled concerted cycloadditions.The second-order rate constants are insensitive to solvent polarity and the reaction shows a high negative entropy of activation.Substituent effects at the triazole carbon terminus of the dipole show a linear Hammett ?p correlation with p = 1.51.Substituents at the N-terminus of the dipole show a rare inverted V-type Hammett correlation with the reaction being dramatically inhibited by both MeO and NO2 groups.Dipolarophile variation suggests that triazolium imides are Type I dipoles.The regioselectivity of the reactions agree with ab initio calculated orbital coefficients and HOMO and LUMO energies.
Azapropellanes: New Fused Tetra-azatriazolo1,x>-dodecenes and tridecenes. Substituted 3,3a,4,5,6,6a-Hexahydropyrrolo-1,2,3-triazoles from a General Tandem Cycloaddition-Rearrangement Reaction of 1,2,3-Triazolium Imides with Subst
Butler, Richard N.,Evans, Ann M.,Gillan, Ann M.,James, John P.,McNeela, Eithne M.,et al.
, p. 2537 - 2544 (2007/10/02)
Reactions of substituted 1,2,3-triazolium-1-imide 1,3-dipoles with a range of substituted alkene and alkyne dipolarophiles gave rise to derivatives of the new ring systems hexahydropyrrolo-1,2,3-triazoles and the azapropellanes tetra-aza-tricyclo5
A New Fused Tricyclic Tetra-aza1,6>dodecene System: Substituted 3,3a,4,5,6,6a-Hexahydropyrrolo-1,2,3-triazoles from the Reaction of Acrylonitrile with cis-1,2-Bis(areneazo)ethylenes and a Re-assessment of 1,3-Cycloaddition Produc
Butler, Richard N.,Cunningham, D.,James, John P.,McArdle, Patrick
, p. 762 - 763 (2007/10/02)
The thermal reaction of cis-1,2-bis(areneazo)ethylenes with acrylonitrile gave substituted 3,3a,4,5,6,6a-hexahydropyrrolo-1,2,3-triazoles with a saturated bridgehead which, when fused to a cyclohexyl ring, constituted a tricyclic tetra-azadodecene
