Influence of Non-Covalent Interactions in the Exo- and Regioselectivity of Aza-Diels–Alder Reactions: Experimental and DFT Calculations

2019 ◽  
Vol 84 (17) ◽  
pp. 10825-10831 ◽  
Author(s):  
Sebastián Gallardo-Fuentes ◽  
Nicolás Lezana ◽  
Susan Lühr ◽  
Antonio Galdámez ◽  
Marcelo Vilches-Herrera
Keyword(s):  
Dft Calculations ◽  
Diels Alder ◽  
Non Covalent Interactions ◽  
Covalent Interactions

Lewis base controlled supramolecular architectures via non-covalent interactions of dioxomolybdenum(vi) complexes with an ONS donor ligand: DFT calculations and biological study

2015 ◽  
Vol 39 (4) ◽  
pp. 2778-2794 ◽  
Author(s):  
Debanjana Biswal ◽  
Nikhil Ranjan Pramanik ◽  
Syamal Chakrabarti ◽  
Nirmalya Chakraborty ◽  
Krishnendu Acharya ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Lewis Base ◽  
Biological Study ◽  
Donor Ligand ◽  
Supramolecular Architectures ◽  
Non Covalent Interactions ◽  
Covalent Interactions

Fascinating supramolecular frameworks of Mo(vi) complexes.

scholarly journals Supramolecular interactions between catalytic species allow rational control over reaction kinetics

2019 ◽  
Vol 10 (39) ◽  
pp. 9115-9124 ◽  
Author(s):  
Abraham J. P. Teunissen ◽  
Tim F. E. Paffen ◽  
Ivo A. W. Filot ◽  
Menno D. Lanting ◽  
Roy J. C. van der Haas ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Reaction Kinetics ◽  
Phase Transfer ◽  
Supramolecular Interactions ◽  
Two Phase ◽  
Phase Transfer Catalysts ◽  
System P ◽  
Non Covalent Interactions ◽  
Rational Control ◽  
Covalent Interactions

The non-covalent interactions between two phase-transfer catalysts allow tuning of reaction kinetics from bimolecular, to pseudo 0th order, to sigmoidal. Kinetic models and DFT calculations are used to obtain detailed insight in the system.

Unveiling the non-covalent interactions of molecular homodimers by dispersion-corrected DFT calculations and collision-induced broadening of ro-vibrational transitions: application to (CH2F2)2 and (SO2)2

2015 ◽  
Vol 17 (8) ◽  
pp. 5659-5669 ◽  
Author(s):  
Nicola Tasinato ◽  
Stefan Grimme
Keyword(s):  
Ir Spectroscopy ◽  
Dft Calculations ◽  
Dissociation Energies ◽  
Non Covalent Interactions ◽  
Vibrational Transitions ◽  
Covalent Interactions

(CH2F2)2 and (SO2)2 are investigated using DFT-D3 computations, and experimental dissociation energies are determined by TDL-IR spectroscopy. DFT-D3 dramatically improves over uncorrected DFT.

Computational insight into the cooperative role of non-covalent interactions in the aza-Henry reaction catalyzed by quinine derivatives: mechanism and enantioselectivity

2016 ◽  
Vol 14 (40) ◽  
pp. 9588-9597 ◽  
Author(s):  
Yunsheng Xue ◽  
Yuhui Wang ◽  
Zhongyan Cao ◽  
Jian Zhou ◽  
Zhao-Xu Chen
Keyword(s):  
Hydrogen Bonding ◽  
Dft Calculations ◽  
Ion Pair ◽  
Henry Reaction ◽  
Brönsted Acid ◽  
Non Covalent Interactions ◽  
Dual Activation ◽  
Covalent Interactions ◽  
Insight Into

DFT calculations reveal the viability of the two possible ion pair-hydrogen bonding and Brønsted acid-hydrogen bonding dual activation modes.

scholarly journals Highly selective Diels–Alder and Heck arylation reactions in a divergent synthesis of isoindolo- and pyrrolo-fused polycyclic indoles from 2-formylpyrrole

2020 ◽  
Vol 16 ◽  
pp. 1320-1334
Author(s):  
Carlos H Escalante ◽  
Eder I Martínez-Mora ◽  
Carlos Espinoza-Hicks ◽  
Alejandro A Camacho-Dávila ◽  
Fernando R Ramos-Morales ◽  
...  
Keyword(s):  
Theoretical Study ◽  
Transition States ◽  
Diels Alder ◽  
Regioselective Synthesis ◽  
Heck Arylation ◽  
Oxidative Aromatization ◽  
Non Covalent Interactions ◽  
Covalent Interactions

A highly regio-, chemo- and stereoselective divergent synthesis of isoindolo- and pyrrolo-fused polycyclic indoles is herein described, starting from 2-formylpyrrole and employing Diels–Alder and Heck arylation reactions. 3-(N-Benzyl-2-pyrrolyl)acrylates and 4-(pyrrol-2-yl)butenones underwent a highly endo-Diels–Alder cycloaddition with maleimides to furnish octahydropyrrolo[3,4-e]indoles, which served as precursors in the regioselective synthesis of aza-polycyclic skeletons via an intramolecular Heck arylation reaction. Through the latter reaction, the 3-(N-benzyl-2-pyrrolyl)acrylates give rise to 3-(pyrrolo[2,1-a]isoindol-3-yl)acrylates. A further oxidative aromatization of the polycyclic intermediates provides the corresponding polycyclic pyrrolo-isoindoles and isoindolo-pyrrolo-indoles. A theoretical study on the stereoselective Diels–Alder reactions, carried out by calculating the endo/exo transition states, revealed the assistance of non-covalent interactions in governing the endo stereocontrol.

A combined experimental and computational study of supramolecular assemblies in ternary copper(ii) complexes with a tetradentate N4donor Schiff base and halides

RSC Advances ◽  
2014 ◽  
Vol 4 (102) ◽  
pp. 58643-58651 ◽  
Author(s):  
Anik Bhattacharyya ◽  
Prasanta Kumar Bhaumik ◽  
Antonio Bauzá ◽  
Partha Pratim Jana ◽  
Antonio Frontera ◽  
...  
Keyword(s):  
Schiff Base ◽  
Dft Calculations ◽  
Computational Study ◽  
Supramolecular Assemblies ◽  
Schiff Base Complexes ◽  
Molecular Networks ◽  
Non Covalent Interactions ◽  
Covalent Interactions

Three new copper(ii) Schiff base complexes have been prepared and characterized. DFT calculations were employed to estimate the contribution of different non-covalent interactions in the extended supra-molecular networks.

What is the driving force behind molecular triangles and their guests? A quantum chemical perspective about host–guest interactions

2020 ◽  
Vol 22 (34) ◽  
pp. 19213-19222 ◽  
Author(s):  
Glaucio R. Nagurniak ◽  
Maurício J. Piotrowski ◽  
Àlvaro Muñoz-Castro ◽  
João B. S. Cascaldi ◽  
Renato L. T. Parreira ◽  
...  
Keyword(s):  
Chemical Shift ◽  
Dft Calculations ◽  
Quantum Chemical ◽  
Driving Force ◽  
Physical Nature ◽  
Energy Decomposition ◽  
Non Covalent Interactions ◽  
Covalent Interactions ◽  
Nuclear Independent Chemical Shift

The physical nature of host–guest interactions occurring between molecular triangles and linear anions was explored using DFT calculations combined with energy decomposition analyses, nuclear independent chemical shift, and non-covalent interactions.

scholarly journals Strategies for remote enantiocontrol in chiral gold(iii) complexes applied to catalytic enantioselective γ,δ-Diels–Alder reactions

2020 ◽  
Vol 11 (25) ◽  
pp. 6450-6456 ◽  
Author(s):  
Jolene P. Reid ◽  
Mingyou Hu ◽  
Susumu Ito ◽  
Banruo Huang ◽  
Cynthia M. Hong ◽  
...  
Keyword(s):  
Regression Analysis ◽  
Linear Regression ◽  
Linear Regression Analysis ◽  
Diels Alder ◽  
Multivariate Linear Regression ◽  
Multivariate Linear Regression Analysis ◽  
Square Planar ◽  
Non Covalent Interactions ◽  
Covalent Interactions

Chiral square planar gold(iii) complexes are employed as catalysts in asymmetric Diels–Alder reactions. The non-covalent interactions responsible for the enantioselectivity are revealed through multivariate linear regression analysis.

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