Stereoselectivity of Intramolecular Diels-Alder Reaction of Hydroxamate-Tethered 1,3,9-Decatrienes under Thermal and Microwave Heating

Synlett ◽  
2009 ◽  
Vol 2009 (17) ◽  
pp. 2862-2866 ◽  
Author(s):  
Wei-Min Dai ◽  
Yan Wang ◽  
Jinlong Wu
2020 ◽  
Vol 56 (76) ◽  
pp. 11247-11250
Author(s):  
Michael A. Frasso ◽  
Albert E. Stiegman ◽  
Gregory B. Dudley

Selective microwave heating in a viscous solvent accelerates a thermal reaction beyond temperature-based expectations.


1996 ◽  
Vol 430 ◽  
Author(s):  
R. Saillard ◽  
M. Poux ◽  
M. Audhuy-Peaudecerf

AbstractThe influence of the microwave heating on chemical reactions were investigated. The kinetic of the Diels Alder reaction were studied under Microwave irradiation at a frequency of 2.45 GHz in a single mode cavity and were compared to the kinetic obtained by a conventional heating. Experiments were carried out in a liquid solvent in order to have a better control of the medium temperature measurement. In a second part, the presence of a catalytic solid phase was introduced. Some thermal fluctuations which are due to an heterogeneity of the electric field were detected in the medium. They reduce the precision of the results and cause problems of experimental reproducibility. A thermoluminescent material allow a good visualisation of these phenomena.In addition, the profiles of the electric field intensity were modelled by a 2D finite elements method in our reactor in the presence of a solvent. Despite the small size of the sample and the use of a monomode cavity which both limited the heterogeneities of the medium temperature, we showed a great heterogeneity of the electric field intensity and as a result the heterogeneity of the temperature in our sample.In order to avoid these phenomena which induce a lack of reproducibility, a stirring device was developed.The values of the kinetics obtained under the 2 heating modes with the introduction of the stirring device. So, it induces a good control of the medium temperature.All those investigations prompted us to the conclusion that there is no difference between microwave heating and a classical heating in the studied reaction.


2017 ◽  
Vol 15 (34) ◽  
pp. 7093-7096 ◽  
Author(s):  
Jie Xu ◽  
Peter Wipf

4-(Furan-2-ylamino)but-2-en-1-yl acetates are converted to substituted indoles under microwave heating in the presence of catalytic tetrakis(triphenylphosphine)palladium(0) and triisopropylphosphite.


Synlett ◽  
1989 ◽  
Vol 1989 (01) ◽  
pp. 30-32
Author(s):  
Thomas V. Lee ◽  
Alistair J. Leigh ◽  
Christopher B. Chapleo

2020 ◽  
Author(s):  
Radu Talmazan ◽  
Klaus R. Liedl ◽  
Bernhard Kräutler ◽  
Maren Podewitz

We analyze the mechanism of the topochemically controlled difunctionalization of C60 and anthracene, where an anthracene molecule is transferred from one C60 monoadduct to another one under exclusive formation of equal amounts of C60 and the difficult to make antipodal C60 bisadduct. Our herein disclosed dispersion corrected DFT studies show the anthracene transfer to take place in a synchronous retro Diels-Alder/Diels-Alder reaction: an anthracene molecule dissociates from one fullerene under formation of an intermediate, while already undergoing stabilizing interactions with both neighboring fullerenes, facilitating the reaction kinetically. In the intermediate, a planar anthracene molecule is sandwiched between two neighboring fullerenes and forms equally strong "double-decker" type pi-pi stacking interactions with both of these fullerenes. Analysis with the distorsion interaction model shows that the anthracene unit of the intermediate is almost planar with minimal distorsions. This analysis sheds light on the existence of noncovalent interactions engaging both faces of a planar polyunsaturated ring and two convex fullerene surfaces in an unprecedented 'inverted sandwich' structure. Hence, it sheds light on new strategies to design functional fullerene based materials.<br>


2016 ◽  
Vol 20 (22) ◽  
pp. 2421-2442 ◽  
Author(s):  
Kévin Cottet ◽  
Maria Kolympadi ◽  
Dean Markovic ◽  
Marie-Christine Lallemand

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