43069-71-2Relevant academic research and scientific papers
BISREAGENTS IN THE DIELS-ALDER REACTION. VII. PRODUCTION OF POLYADDUCTS FROM THE REACTION OF BISPOLYMETHYLCYCLOPENTADIENES AND BISMALEIMIDES AND THEIR PROPERTIES
Kiselev, V. D.,Sakhabutdinov, A. G.,Shakirov, I. M.,Zverev, V. V.,Konovalov, A. I.
, p. 1806 - 1813 (2007/10/02)
Polymethylcyclopentadienes and bisdienes exhibit high reactivity with mono- and bisdienophiles in the Diels-Alder reaction.By reaction calorimetry in solution, differential scanning calorimetry, and derivatography it was found that the mono-, bis-, and polyadducts have high thermal stability.The ionization potentials, determined for a series of dienes by photoelectron spectroscopy and spectrophotometry of charge-transfer complexes, lie in the range of 7.15-8.5 eV.The coefficients of the Kuhn-Houwink equation were calculated from data on the characteristic viscosity of the solutions of the polyadducts.They agree with the spherical shape of the polyadducts.The molecular mass of the new polyadducts is greater than 100000.
KINETIC AND THERMODYNAMIC STUDY OF THE DIELS-ALDER REACTION WITH 1,2,3,4,5-PENTAMETHYLCYCLOPENTADIENE
Kiselev, V. D.,Sakhabutdinov, A. G.,Shakirov, I. M.,Konovalov, A. I.
, p. 2276 - 2278 (2007/10/02)
A kinetic and thermochemical study of the Diels-Alder reaction between 1,2,3,4,5-pentamethylcyclopentadiene and a series of dienophiles was undertaken.The ionization potential of the diene (7.08 eV) was calculated from the spectrum of the charge-transfer complex with p-chloranil.Pentamethylcyclopentadiene was more reactive than cyclopentadiene, 9,10-dimethylanthracene, and even 2,5-diphenylisobenzofuran.The exothermicity of the reactions of the dienophiles with pentamethylcyclopentadiene in benzene is appreciably higher than in the reactions with other dienes.An important feature of the investigated diene is the favorable combination of its enhanced reactivity in the Diels-Alder reaction with the enhanced stability of its adducts.
