Synthesis and properties of a novel Cu(ii)–pyridineoxazoline containing polymeric catalyst for asymmetric Diels–Alder reaction

RSC Advances ◽  
2015 ◽  
Vol 5 (4) ◽  
pp. 2882-2890 ◽  
Author(s):  
Heng Wang ◽  
Na Li ◽  
Zijia Yan ◽  
Jie Zhang ◽  
Xinhua Wan
Keyword(s):  
Molecular Mass ◽  
Reaction Rate ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Polymeric Catalyst

Soluble and recyclable Cu(ii)–pyridineoxazoline containing polymeric catalyst shows faster reaction rate and higher enantio-selectivity than its low molecular mass counterpart in D–A reaction of 2-alkenoyl pyridine N-oxide and cyclopentadiene.

Diffusion control of the Diels—Alder reaction rate at elevated pressures

2004 ◽  
Vol 53 (1) ◽  
pp. 45-50 ◽  
Author(s):  
V. D. Kiselev ◽  
E. A. Kashaeva ◽  
M. S. Shihab ◽  
L. N. Potapova ◽  
G. G. Iskhakova
Keyword(s):  
Reaction Rate ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diffusion Control ◽  
Elevated Pressures ◽  
Diels Alder Reaction

Diels‐Alder reaction rate in the solid state and the evidence of the location of molecular complexes between the reagents on the reaction pathway

2020 ◽  
Vol 53 (2) ◽  
pp. 207-212
Author(s):  
Vladimir D. Kiselev ◽  
Anastasia O. Kolesnikova ◽  
Ildar F. Dinikaev ◽  
Alexey A. Shulyatiev ◽  
Alexander E. Klimovitskii ◽  
...  
Keyword(s):  
Solid State ◽  
Reaction Rate ◽  
Reaction Pathway ◽  
Molecular Complexes ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction

scholarly journals Diels–Alder reactions in confined spaces: the influence of catalyst structure and the nature of active sites for the retro-Diels–Alder reaction

2016 ◽  
Vol 12 ◽  
pp. 2181-2188 ◽  
Author(s):  
Ángel Cantín ◽  
M Victoria Gomez ◽  
Antonio de la Hoz
Keyword(s):  
Molecular Sieves ◽  
Active Sites ◽  
Reaction Rate ◽  
Cycloaddition Reaction ◽  
Alder Reaction ◽  
Diels Alder ◽  
Mesoporous Molecular Sieves ◽  
Confined Space ◽  
Diels Alder Reaction ◽  
The Impact

Diels–Alder cycloaddition between cyclopentadiene and p-benzoquinone has been studied in the confined space of a pure silica zeolite Beta and the impact on reaction rate due to the concentration effect within the pore and diffusion limitations are discussed. Introduction of Lewis or Brønsted acid sites on the walls of the zeolite strongly increases the reaction rate. However, contrary to what occurs with mesoporous molecular sieves (MCM-41), Beta zeolite does not catalyse the retro-Diels–Alder reaction, resulting in a highly selective catalyst for the cycloaddition reaction.

Investigation Of Kinetic Regularities For Obtaining Methyl-1,3,4- Trimethylcyclohex-3-Encarboxylate By Reaction Of Diels-Alder

2019 ◽  
Vol 14 (4) ◽  
pp. 208-215
Author(s):  
I.S. Kostiv ◽  
R.I. Havryliv
Keyword(s):  
Rate Constants ◽  
Reaction Rate ◽  
Activation Parameters ◽  
Product Yield ◽  
Alder Reaction ◽  
Diels Alder ◽  
Molar Ratio ◽  
Target Product ◽  
Reaction Rate Constants ◽  
Diels Alder Reaction

Kinetics of the reaction of the cycloaddition of 2,3-dimethylbuta-1,3-diene (DMB) and methylmethacrylate (MMA) by the Diels-Alder reaction was studied. Reaction rate constants k = 4.4∙10-6 l/(mol∙s) at T = 403 K; k = 10.0∙10-6 l/(mol∙s) at T = 413 K; k = 15.8∙10-6 l/(mol∙s) at T = 423 K; k = 19.4∙10-6 l/(mol∙s) at T = 433 K and the activation parameters of the reaction Eakt = 75.2 kJ/mol, ΔS = -146.8 J/(mol∙K), ΔH = 73.9 kJ/mol were determined. Influence of temperature, molar ratio of reagents on the yield of the target product was investigated. At temperature increase from 403 to 433 K, methyl-1,3,4-trimethylcyclohex-3-encarboxylate (MTMCHC) yield increases from 78 % to 92 %. With further increase in temperature, DMB boils and MMA remains in a liquid state, accordingly it is not expected that the target product yield will materially increase. An increase in the excess of DMB: МMA from 1:1 to 2.5:1 makes it possible to increase yield of MTMCHC from 65 % to 92 %. The production of methyl-1,3,4-trimethylcyclohex-3-encarboxylate at the optimal conditions was established: temperature of 423−433 K and molar ratio of reagents DMB:MMA = 1.5:1, the yield of MTMCHC reaches 89−92 % at productivity of 101−105 g/(l·h). Based on the obtained reaction rate constants and the activation parameters of the [4+2]-cyclic addition of 2,3-dimethylbuta-1,3-diene and methylmethacrylate, it was found that the reaction under study is subject to the kinetic law of the second order.

scholarly journals Diels–Alder cycloaddition and RAFT chain end functionality: an elegant route to fullerene end-capped polymers with control over molecular mass and architecture

2017 ◽  
Vol 8 (18) ◽  
pp. 2796-2805 ◽  
Author(s):  
Anna Isakova ◽  
Christian Burton ◽  
Daniel J. Nowakowski ◽  
Paul D. Topham
Keyword(s):  
Molecular Mass ◽  
Alder Reaction ◽  
Diels Alder ◽  
Fullerene C60 ◽  
Composition Control ◽  
Excellent Yield ◽  
Diels Alder Reaction

Fullerene C60 end-capped polymers are synthesised using RAFT chain end functionality and Diels–Alder reaction with excellent yield and composition control.

scholarly journals N-hexylpyridinium bis(trifluoromethylsulfonyl)imide and Lewis acids — catalytic systems for Diels-Alder reaction

2011 ◽  
Vol 9 (1) ◽  
pp. 192-198 ◽  
Author(s):  
Bożena Bittner ◽  
Ewa Janus ◽  
Eugeniusz Milchert
Keyword(s):  
Ionic Liquid ◽  
Rate Constants ◽  
Lewis Acids ◽  
Reaction Rate ◽  
Alder Reaction ◽  
Diels Alder ◽  
Catalytic Systems ◽  
Reaction Rate Constants ◽  
Diels Alder Reaction ◽  
Reaction Media

AbstractA comparative study of the Diels-Alder reactions between cyclopentadiene (1) and dienophiles (2 a–c) in N-hexylpyridinium bis(trifluoromethylsulfonyl)imide in a temperature range of 20–45°C is reported. The reaction rate constants and activation energies were calculated. Moreover, the catalytic systems based on N-hexylpyridinium bis(trifluoromethylsulfonyl)imide and Lewis acids were tested as a reaction media to perform the Diels-Alder reaction. Yb, Y, Mg, Zn triflates and chlorides (0.005 to 0.1 mmol) were used as catalysts. The recycling of catalytic system consisted of YCl3 and ionic liquid was performed.

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