Role of surface phenomena in the reaction of molecular solids: the Diels–Alder reaction on pentacene

CrystEngComm ◽  
2020 ◽  
Vol 22 (24) ◽  
pp. 4108-4115
Author(s):  
Selma Piranej ◽  
Michael A. W. Shelhart Sayers ◽  
Gregory J. Deye ◽  
Sergey N. Maximoff ◽  
Jonathan P. Hopwood ◽  
...  
Keyword(s):  
Electronic Structure ◽  
Alder Reaction ◽  
Diels Alder ◽  
Molecular Solids ◽  
Surface Phenomena ◽  
Diels Alder Reaction

Reactivity trends for molecular solids cannot be explained exclusively through topochemical phenomenon (i.e. diffusivity, reaction cavities) or electronic structure of the molecules.

ChemInform Abstract: Switched Role of Fullerene in the Diels-Alder Reaction: Facile Addition of Dienophiles to the Conjugated Fullerene Diene Moiety.

ChemInform ◽  
2009 ◽  
Vol 40 (24) ◽  
Author(s):  
Jiayao Yao ◽  
Zuo Xiao ◽  
Jianxin Zhang ◽  
Xiaobing Yang ◽  
Liangbing Gan ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction

ChemInform Abstract: Highly Diastereoselective Diels-Alder Reaction Mediated by a Chiral Auxiliary Derived from Amino Indanol: The Role of Conformation on Diastereoselectivity.

ChemInform ◽  
2010 ◽  
Vol 27 (5) ◽  
pp. no-no
Author(s):  
I. W. DAVIES ◽  
C. H. SENANAYAKE ◽  
L. CASTONGUAY ◽  
R. D. LARSEN ◽  
T. R. VERHOEVEN ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Chiral Auxiliary ◽  
Diels Alder Reaction

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.

Highly diastereoselective diels-alder reaction mediated by a chiral auxiliary derived from amino indanol: The role of conformation on diastereoselectivity

1995 ◽  
Vol 36 (42) ◽  
pp. 7619-7622 ◽  
Author(s):  
Ian W. Davies ◽  
Chris H. Senanayake ◽  
Laurie Castonguay ◽  
Robert D. Larsen ◽  
Thomas R. Verhoeven ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Chiral Auxiliary ◽  
Diels Alder Reaction
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