7354-47-4Relevant academic research and scientific papers
Concerning the reactivity of ptad with isomeric dienes: The mechanism of the Diels-Alder cycloaddition
Alberti, Mariza N.,Orfanopoulos, Michael
supporting information; experimental part, p. 1659 - 1662 (2009/09/07)
Cyclopropyl substituted dienes are employed as mechanistic probes in the triazolinedione Diels-Alder (DA) reaction. In aprotic and protic solvents, apart from the DA adducts that bear an intact cyclopropyl group, complicated and rearranged products are also obtained. These results provide solid evidence for the involvement of an open intermediate with a lifetime greater than 2 x 10 -12 s.
Ene Reactions of Conjugated Dienes. 2. Dependence of Rate on Degree of Hydrogen Removed and s-Cis or s-Trans Diene Character
Jacobson, Barry M.,Arvanitis, Georgia M.,Eliasen, Carol A.,Mitelman, Rimma
, p. 194 - 201 (2007/10/02)
The rates of the ene reactions between diethyl diazenedicarboxylate and a number of dienes have been measured and product structures determined.Accelerated reactions are observed with 1,3-cyclohexadienes but not with dienes held fixed in the s-trans form.Within the first set of systems tertiary hydrogens are much more reactive than secondary.Within the second set secondary are (in turn) more reactive than primary.There is no apparent correlation between the rate of the Diels-Alder reaction of the 1,3-cyclohexadienes with maleic anhydride and the rate of ene reaction with the diazenedicarboxylate.
