17064-54-9Relevant academic research and scientific papers
Microwave-assisted solvent-free Diels-Alder reaction - A fast and simple route to various 5,6-substituted norbornenes and polychlorinated norbornenes
Dejmek, Milan,Hrebabecky, Hubert,Sala, Michal,Drainsky, Martin,Nencka, Radim
experimental part, p. 4077 - 4083 (2012/01/05)
A series of 5,6-substituted norbornenes and 5,6-substituted polychlorinated norbornenes was prepared by using a microwave-assisted Diels-Alder reaction. This procedure proved very versatile, fast, and with an easy workup step, and therefore suitable even for large-scale synthesis. Georg Thieme Verlag Stuttgart · New York.
High-pressure effect on organic reactions in fluorophobic media
Jenner, Gerard,Gacem, Badra
, p. 265 - 270 (2007/10/03)
The kinetic effect of fluorophobic interactions was examined in Diels-Alder reactions and the conjugate addition of amines to acrylonitrile at different pressures. Its magnitude is lower than for other solvophobic media (water, ethylene glycol). Activatio
The cause of the rate acceleration by diethyl ether solutions of lithium perchlorate (LPDE) in organic reactions. Application to high pressure synthesis
Jenner, Gerard,Salem, Ridha Ben
, p. 4637 - 4648 (2007/10/03)
Kinetic studies of isoprene cyclodimerization show that the accelerating effect caused by LPDE (solution of lithium perchlorate in diethyl ether) in some organic reactions cannot be ascribed to internal pressure of LPDE. The kinetic effect is essentially due to catalysis through Li+. Additional arguments are provided by comparison of yields obtained in LPDE (0.1 MPa) and in organic solvents (under pressure) for Diels-Alder reactions of various electronic types. Combination of high pressure and LPDE catalysis is revealed as an excellent multiactivation process to achieve difficult syntheses, but only for [4 + 2] cycloadditions.
The Kinetic Effects of Water and of Cyclodextrins on Diels-Alder Reactions. Host-Guest Chemistry. Part 18
Sangwan, Naresh K.,Schneider, Hans-Joerg
, p. 1223 - 1228 (2007/10/02)
The rates of 19 different dienophiles with mostly cyclopentadiene have been measured in a range of solvents.Water, by comparison with methanol, is found to accelerate the cycloadditions by factors ranging from 15-7 680.While there is no simple correlation of the rate enhancement with the hydrophobicity of the substrates, a correlation can be made in the case of acrylates, which show a decreasing rate effect due to water, and with β-cyclodextrin, which is found to lead to inhibition in these and several other cases.Computer analysis of enzyme-like saturation kinetics-observed with some fumarates in the presence of β-cyclodextrin-indicates apparent binding constants for the ternary complex of ca. 102 dm3 mol-1 and catalytic kcat/ko ratios of up to 100.Heptakis-6 piperidino-β-cyclodextrin in the form of its ammonium salt leads to rate retardation in most of the cases investigated; sodium dodecylsulphate also decreases the constants. α-Cyclodextrin generates small effects, rate retardation, or in one case complete inhibition.
ETUDE DE L'INFLUENCE DE LA PRESSION SUR LES CYCLOADDITIONS DE L'HEXACHLOROCYCLOPENTADIENE AVEC LE STYRENE ET L'α-METHYLSTYRENE CONFIRMATION D'UN ETAT DE TRANSITION PROCHE DE L'ETAT FINAL.
Papadopoulos, Mihalis,Jenner, Gerard
, p. 1889 - 1892 (2007/10/02)
The activation volume data in the reaction HCCP-styrene and HCCP-α-methylstyrene are consistent only with a transition state structurally similar with the final state.However both bonds are probably non equivalent in the transition state.
