NDLI: Computational study of the 1,3-dipolar cycloaddition between methyl 2-trifluorobutynoate and substituted azides in terms of reactivity indices and activation parameters.

Please wait, while we are loading the content...

Topological and quantum molecular descriptors as effective tools for analyzing cytotoxic activity achieved by a series of (diselanediyldibenzene-4,1-diylnide)biscarbamate derivatives.

Identification of potent virtual leads and ADME prediction of isoxazolidine podophyllotoxin derivatives as topoisomerase II and tubulin inhibitors.

Toward an ab initio potential energy surface for paclitaxel: A C-13 isoserine side chain conformational study.

A DFT study on the central-ring doped HBC nanographenes.

Deconstruction of the human connexin 26 hemichannel due to an applied electric field; A molecular dynamics simulation study.

Binding affinity of pro-apoptotic BH3 peptides for the anti-apoptotic Mcl-1 and A1 proteins: Molecular dynamics simulations of Mcl-1 and A1 in complex with six different BH3 peptides.

Targeting the dengue ß-OG with serotype-specific alkaloid virtual leads.

Computational study of the 1,3-dipolar cycloaddition between methyl 2-trifluorobutynoate and substituted azides in terms of reactivity indices and activation parameters.

Insights into protein-carbohydrate recognition: A novel binding mechanism for CBM family 43.

Evaluation of the combination mode of azoles antifungal inhibitors with CACYP51 and the influence of Site-directed mutation.

Identifying the molecular functions of electron transport proteins using radial basis function networks and biochemical properties.

Combined Monte Carlo/torsion-angle molecular dynamics for ensemble modeling of proteins, nucleic acids and carbohydrates.

Identification of a potential proton donor to the linking oxygen atom in a three-metal ion assisted catalysis pathway catalyzed by Fructose-1, 6-bisphosphatase.

Year: 2017 Volume: 72

Year: 2017 Volume: 71

Year: 2016 Volume: 73

Year: 2016 Volume: 71

Year: 2016 Volume: 70

Year: 2016 Volume: 69

Year: 2016 Volume: 68

Year: 2016 Volume: 67

Year: 2016 Volume: 66

Year: 2016 Volume: 65

Year: 2016 Volume: 64

Year: 2016 Volume: 63

Year: 2015 Volume: 62

Year: 2015 Volume: 61

Year: 2015 Volume: 60

Year: 2015 Volume: 59

Year: 2015 Volume: 58

Year: 2015 Volume: 57

Year: 2015 Volume: 56

Year: 2015 Volume: 55

Year: 2014 Volume: 54

Year: 2014 Volume: 53

Year: 2014 Volume: 51

Year: 2014 Volume: 50

Year: 2014 Volume: 49

Year: 2014 Volume: 48

Year: 2014 Volume: 47

Year: 2013 Volume: 46

Year: 2013 Volume: 45

Year: 2013 Volume: 44

Year: 2013 Volume: 43

Year: 2013 Volume: 42

Year: 2013 Volume: 41

Year: 2013 Volume: 40

Year: 2013 Volume: 39

Year: 2012 Volume: 38

Year: 2012 Volume: 37

Year: 2012 Volume: 36

Year: 2012 Volume: 35

Year: 2012 Volume: 34

Year: 2012 Volume: 33

Year: 2012 Volume: 32

Year: 2011 Volume: 31

Year: 2011 Volume: 30

Year: 2011 Volume: 29

Year: 2010 Volume: 29

Year: 2010 Volume: 28

Year: 2009 Volume: 28

Year: 2009 Volume: 27

Year: 2008 Volume: 27

Year: 2008 Volume: 26

Year: 2007 Volume: 26

Year: 2006 Volume: 25

Year: 2001 Volume: 19

Computational study of the 1,3-dipolar cycloaddition between methyl 2-trifluorobutynoate and substituted azides in terms of reactivity indices and activation parameters.

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Salah, Mohammed Komiha, Najia Kabbaj, Oum Keltoum Ghailane, Rachida Marakchi, Khadija
Description	Author Affiliation: Salah M ( Laboratoire de Spectroscopie, Modélisation Moléculaire, Matériaux et Environnement (LS3ME) Department of Chemistry, University Mohammed V, Faculty of Sciences Avenue Ibn Battouta, B.P 1014 Rabat, Morocco. Electronic address: salahmed53@hotmail.fr.); Komiha N ( Laboratoire de Spectroscopie, Modélisation Moléculaire, Matériaux et Environnement (LS3ME) Department of Chemistry, University Mohammed V, Faculty of Sciences Avenue Ibn Battouta, B.P 1014 Rabat, Morocco.); Kabbaj OK ( Laboratoire de Spectroscopie, Modélisation Moléculaire, Matériaux et Environnement (LS3ME) Department of Chemistry, University Mohammed V, Faculty of Sciences Avenue Ibn Battouta, B.P 1014 Rabat, Morocco.); Ghailane R ( Laboratoire de Synthèse Organique, Organométallique et Théorique, Faculté des Sciences, Université Ibn Tofail, B.P 13314000 Kénitra, Morocco.); Marakchi K ( Laboratoire de Spectroscopie, Modélisation Moléculaire, Matériaux et Environnement (LS3ME) Department of Chemistry, University Mohammed V, Faculty of Sciences Avenue Ibn Battouta, B.P 1014 Rabat, Morocco. Electronic address: marakchi_k@yahoo.fr.)
Abstract	The 1,3-dipolar cycloaddition of methyl 2-trifluorobutynoate with various azides has been studied in terms of several theoretical approaches at DFT/B3LYP/6-311++G(d,p) level of theory. The mechanism of regioselectivity of these reactions was investigated through the evaluation of the potential energy surface of the cycloaddition process calculations and density DFT-based reactivity indices. These approaches were successfully applied to prediction of preferable regio-isomers for various reactions of 1,3-dipolar cycloadditions. The reactions were followed by performing transition state optimization, calculation of Intrinsic Reaction Coordinate and activation energies. Analysis of the geometries of the corresponding transition structures shows that the cycloaddition takes place along a single elementary step (one-step mechanism) but asynchronous mechanism. The calculation of the activation energies and reaction energies show that the 1,5-regioisomer for substituted phenyl azides as dipoles and the 1,4-regioisomer for substituted benzyl azides as dipoles are thermodynamically in all the cycloadditions reactions. The solvent effect was also studied in the solvent tert-butyl alcohol using self-consistent reaction field model. The observed regioselectivity was explained by using developed DFT-based reactivity descriptors, such as Fukui and Parr functions. The results were compared with experimental data to find a good agreement.
File Format	HTM / HTML
ISSN	10933263
Journal	Journal of Molecular Graphics and Modelling
Volume Number	73
e-ISSN	18734243
Language	English
Publisher	Elsevier
Publisher Date	2017-03-01
Publisher Place	United States
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Discipline Molecular Biology
Content Type	Text
Resource Type	Article
Subject	Computer Graphics and Computer-Aided Design Spectroscopy Materials Chemistry Physical and Theoretical Chemistry

Sl.	Authority	Responsibilities	Communication Details
1	Ministry of Education (GoI), Department of Higher Education	Sanctioning Authority	https://www.education.gov.in/ict-initiatives
2	Indian Institute of Technology Kharagpur	Host Institute of the Project: The host institute of the project is responsible for providing infrastructure support and hosting the project	https://www.iitkgp.ac.in
3	National Digital Library of India Office, Indian Institute of Technology Kharagpur	The administrative and infrastructural headquarters of the project	Dr. B. Sutradhar bsutra@ndl.gov.in
4	Project PI / Joint PI	Principal Investigator and Joint Principal Investigators of the project	Dr. B. Sutradhar bsutra@ndl.gov.in Prof. Saswat Chakrabarti will be added soon
5	Website/Portal (Helpdesk)	Queries regarding NDLI and its services	support@ndl.gov.in
6	Contents and Copyright Issues	Queries related to content curation and copyright issues	content@ndl.gov.in
7	National Digital Library of India Club (NDLI Club)	Queries related to NDLI Club formation, support, user awareness program, seminar/symposium, collaboration, social media, promotion, and outreach	clubsupport@ndl.gov.in
8	Digital Preservation Centre (DPC)	Assistance with digitizing and archiving copyright-free printed books	dpc@ndl.gov.in
9	IDR Setup or Support	Queries related to establishment and support of Institutional Digital Repository (IDR) and IDR workshops	idr@ndl.gov.in

Reactivity and regioselectivity in reactions of methyl and ethyl azides with cyclooctynes: activation strain model and energy decomposition analysis

DFT study of the mechanism and stereoselectivity of the 1,3-dipolar cycloaddition between pyrroline-1-oxide and methyl crotonate

1,3-Dipolar Cycloaddition Reactions of Substituted Benzyl Azides with Acetylenic Compounds

Copper-free ‘click’: 1,3-dipolar cycloaddition of azides and arynes

Coumarin substituted pyrrolo-fused heterocyclic systems by 1,3-dipolar cycloadditon reactions

Mechanism and regioselectivity of 1,3-dipolar cycloaddition reactions of sulphur-centred dipoles with furan-2,3-dione: A theoretical study using DFT

Theoretical study of 1,3-dipolar cycloaddition reactions between 7–10-membered simple cycloalkynes and triazoles R–N$_{3}$ (R = H, CH$_{3}$, Ph)

Theoretical and experimental study of the regioselectivity of phenylacetylene 1,3-dipolar cycloaddition to some arylazides

Synthesis of Functionalized Organotrifluoroborates via the 1,3-Dipolar Cycloaddition of Azides

Computational study of the 1,3-dipolar cycloaddition between methyl 2-trifluorobutynoate and substituted azides in terms of reactivity indices and activation parameters.

Similar Documents

Reactivity and regioselectivity in reactions of methyl and ethyl azides with cyclooctynes: activation strain model and energy decomposition analysis

DFT study of the mechanism and stereoselectivity of the 1,3-dipolar cycloaddition between pyrroline-1-oxide and methyl crotonate

1,3-Dipolar Cycloaddition Reactions of Substituted Benzyl Azides with Acetylenic Compounds

Copper-free ‘click’: 1,3-dipolar cycloaddition of azides and arynes

Coumarin substituted pyrrolo-fused heterocyclic systems by 1,3-dipolar cycloadditon reactions

Mechanism and regioselectivity of 1,3-dipolar cycloaddition reactions of sulphur-centred dipoles with furan-2,3-dione: A theoretical study using DFT

Theoretical study of 1,3-dipolar cycloaddition reactions between 7–10-membered simple cycloalkynes and triazoles R–N$_{3}$ (R = H, CH$_{3}$, Ph)

Theoretical and experimental study of the regioselectivity of phenylacetylene 1,3-dipolar cycloaddition to some arylazides

Synthesis of Functionalized Organotrifluoroborates via the 1,3-Dipolar Cycloaddition of Azides

Computational study of the 1,3-dipolar cycloaddition between methyl 2-trifluorobutynoate and substituted azides in terms of reactivity indices and activation parameters.