123299-00-3Relevant academic research and scientific papers
N,N'-DIMALEIMIDES IN THE DIELS-ALDER REACTION. I. KINETICS OF THE UNCATALYZED REACTION WITH trans,trans-1,4-DIPHENYLBUTADIENE AND 1,3-DIPHENYLISOBENZOFURAN
Adigezalov, N. R.,Kiselev, V. D.,Konovalov, A. I.
, p. 486 - 490 (2007/10/02)
The kinetic behavior of a series of diimides, in which the maleimide rings are linked through various bridges, in the Diels-Alder reaction with trans,trans-1,4-diphenylbutadiene and 1,3-diphenylisobenzofuran was studied.The energies of charge transfer were determined and the electron affinities were calculated by spectrophotometry of the charge-transfer complexes between the imides and hexamethylbenzene.Although the rates of reaction of the bisimides with the investigated dienes differ by seven orders of magnitude, the general type of "diene-donor, dienophile-acceptor" reaction is preserved.
N,N'-DIMALEMIDES IN THE DIELS-ALDER REACTION. II. CATALYTIC EFFECT OF GALLIUM CHLORIDE IN THE REACTION WITH trans,trans-1,4-DIPHENYLBUTADIENE
Kiselev, V. D.,Adigezalov, N. R.,Akhmedov, I. M.,Konovalov, A. I.
, p. 491 - 495 (2007/10/02)
The enthalpies of formation of the n,V complexes between gallium chloride and N,N'-dimaleimides in ratios of 1:1 and 2:1 were determined in benzene by a thermochemical method.It was shown that the stability of the complexes increases with decrease in the accepting characteristics of the bisimides.The acceleration effect in the catalyzed reaction increases in the same direction.With a ratio of 2:1 the reaction rate is twice as high as with a ratio of 1:1, and this agrees with the thermochemical data on the weak effect of conjugation between the reaction centres in the bisimides.The reaction rate is increased by approximately 1000 times in the presence of gallium chloride.The reaction rate is increased by approximately 1000 times in the presence of gallium chloride.
