Enhancing Reactivity of Carbonyl Compounds via Hydrogen-Bond Formation. A DFT Study of the Hetero-Diels−Alder Reaction between Butadiene Derivative and Acetone in Chloroform

2003 ◽  
Vol 68 (22) ◽  
pp. 8662-8668 ◽  
Author(s):  
Luis R. Domingo ◽  
Juan Andrés
Keyword(s):  
Hydrogen Bond ◽  
Carbonyl Compounds ◽  
Bond Formation ◽  
Alder Reaction ◽  
Diels Alder ◽  
Dft Study ◽  
Hydrogen Bond Formation ◽  
Diels Alder Reaction

Aza-Diels-Alder Reaction Between 1,2-Diaza-1,3-dienes and β-Aryl-α,β-unsaturated Carbonyl Compounds. Easy One-pot Entry to 2’-Oxo-imidazo[1’,5’- f]tetrahydropyridazine

2014 ◽  
Vol 10 (6) ◽  
pp. 951-960
Author(s):  
Orazio Attanasi ◽  
Luca Bianchi ◽  
Maurizio D’Auria ◽  
Gianfranco Favi ◽  
Fabio Mantellini ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Alder Reaction ◽  
Diels Alder ◽  
One Pot ◽  
Diels Alder Reaction

Ab Initio and DFT Study of the Influence of the Allene Group on the Diels–Alder Reaction

2004 ◽  
Vol 15 (4) ◽  
pp. 323-326 ◽  
Author(s):  
M. Luisa Ferreiro ◽  
Jesús Rodríguez-Otero ◽  
Enrique M. Cabaleiro-Lago
Keyword(s):  
Ab Initio ◽  
Alder Reaction ◽  
Diels Alder ◽  
Dft Study ◽  
Diels Alder Reaction ◽  
Ab Initio And Dft

scholarly journals Kinetics and Mechanisms of the Diels-Alder Reaction of 9-bromomethyl Anthracene with Citraconic Anhydride: A DFT study

2015 ◽  
Vol 32 (2) ◽  
pp. 1139-1144
Author(s):  
Atiye Bazian ◽  
S Beyramabadi ◽  
Abolghasem Davoodnia ◽  
Mehdi Pordel ◽  
Mohammad Bozorgmehr
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Dft Study ◽  
Diels Alder Reaction ◽  
Citraconic Anhydride

scholarly journals On the Role of Hydrogen Bond Strength and Charge Transfer of a Diels-Alder Reaction On-Water: Semiempirical and Free Energy Calculations.

2021 ◽  
Author(s):  
Andrés Henao Aristizàbal ◽  
Yomna Gohar ◽  
René Whilhelm ◽  
Thomas D. Kühne
Keyword(s):  
Hydrogen Bond ◽  
Free Energy ◽  
Charge Transfer ◽  
Hydrogen Bonds ◽  
Density Functional ◽  
Alder Reaction ◽  
Free Energy Calculations ◽  
Diels Alder ◽  
Diels Alder Reaction

Accelerated chemistry at the interface with water has received increasing attention. The mechanisms behind the enhanced reactivity On-Water are not yet clear. In this work we use a Langevin scheme in the spirit of second generation Car-Parrinello to accelerate the second-order density functional Tight-Binding (DFTB2) method in order to investigate the free energy of two Diels-Alder reaction On-Water: the cycloaddition between cyclopentadiene and ethyl cinnamate or thionocinnamate. The only difference between the reactants is the substitution of a carbonyl oxygen for a thiocarbonyl sulfur, making possible the distinction between them as strong and weak hydrogen-bond acceptors. We find a different mechanism for the reaction during the transition states and uncover the role of hydrogen bonds along with the reaction path. Our results suggest that acceleration of Diels-Alder reactions do not arise from an increased number of hydrogen bonds at the transition state and charge transfer plays a significant role. However, the presence of water and hydrogen-bonds is determinant for the catalysis of these reactions.

scholarly journals Progress on the Asymmetric Diels-Alder Reaction ofα,β-Unsaturated Carbonyl Compounds

2016 ◽  
Vol 36 (7) ◽  
pp. 1501 ◽  
Author(s):  
Wenxiang Liu ◽  
Yuqiang Wu ◽  
Lingzhi Li ◽  
Xia Li
Keyword(s):  
Carbonyl Compounds ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction
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