135038-72-1Relevant academic research and scientific papers
Nucleophile-solvent isotope effects between methanol isotopomers during the interception of aziridinium imide-'like' closed intermediates
Syrgiannis, Zois,Elemes, Yiannis
, p. 6831 - 6834 (2006)
Deuterated methanol isotopomers were found to compete efficiently with normal methanol during the interception of an intermediate with structural characteristics of the aziridinium imide, formed in the reaction of N-phenyltriazolinedione with simple alkenes such as 2-methylpropene, 2-methyl-2-butene, and 2,3-dimethyl-2-butene. In general, a (trideuterio)methyl-group bearing methanol was found to add at the tertiary carbon atom of the intermediate more efficiently with regard to hydrogen isotopomeric methanol, and this result is explained in terms of the nucleophile-solvent isotope effect in an SN2-'like' transition state of solvent addition to the intermediate.
Triazolinedione Additons to Alkenes in Protic Solvents. A Remarkable Temperature Dependence of the Competing Reaction Paths.
Elemes, Yiannis,Orfanopoulos, Michael
, p. 2667 - 2670 (1991)
The reactivity of the ene and MeOH-adduct reactions from N-Phenyl-1,2,4-triazoline-3,5-dione with tetramethylethylene (TME) shows a remarkable temperature dependence.These results are consonant with the formation of a common intermediate between the two competing reaction paths.Key words: Triazolinedione; methanol trapping, aziridinium imide intermediate; activation parameters.
