NDLI: Aromaticity of azines through dyotropic double hydrogen transfer reaction

Content Provider	Springer Nature Link
Author	Hanif, Muhammad Mahmood, Tariq Ludwig, Ralf Ayub, Khurshid
Copyright Year	2014
Abstract	Density functional theory calculations have been performed at B3LYP/6–31+G (d) level to quantify the aromaticities of mono- to triazines through dyotropic double hydrogen transfer (DDHT) reaction. The reaction was chosen such that the azines are products of double hydrogen dyotropic rearrangement, and activation barriers and energies of the reactions were functions of the aromaticities of azines. Small activation barriers and high energies of reactions were characteristic of the reactions delivering highly aromatic azines. Synchronicity, reaction energies and energies of activation have been analyzed, and the aromaticity values obtained thereof were compared with the aromaticity values from other geometric and magnetic criteria. Energies of activation were found superior to the energies of reaction for the determination of the aromaticities. Aromaticities of most of the azines were comparable to the aromaticity of benzene. Activation barriers and reaction energies for the dyotropic reactions delivering contiguous or polynitrogeneous azines had thermodynamic contributions arising from the contiguous nature of azines, in addition to the aromaticity related thermodynamic contributions. Moreover, the aromaticity values of azines are also affected by the fusion of azine to the reaction center. When corrected for these factors, the aromaticities of azines using energies of activation for DDHT correlated nicely with the aromaticities of azines reported in the literature through NICS (0) πzz and some other energetic methods. Figure Azines have aromaticities comparable to benzene.
Starting Page	1
Ending Page	8
Page Count	8
File Format	PDF
ISSN	16102940
Journal	Journal of Molecular Modeling
Volume Number	20
Issue Number	6
e-ISSN	09485023
Language	English
Publisher	Springer Berlin Heidelberg
Publisher Date	2014-06-07
Publisher Place	Berlin, Heidelberg
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Aromaticity Azines Dyotropic rearrangement Thermodynamics Computer Applications in Chemistry Molecular Medicine Computer Application in Life Sciences Characterization and Evaluation of Materials Theoretical and Computational Chemistry
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Physical and Theoretical Chemistry Computational Theory and Mathematics Catalysis Inorganic Chemistry Computer Science Applications

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

Dyotropic rearrangement of bridgehead substituents in closed dithienylethenes; conjugated verses non-conjugated analogues

S-Block metallabenzene: aromaticity and hydrogen adsorption

Kinetics investigation of the hydrogen abstraction reaction between CH3SS and CN radicals

Entropy versus aromaticity in the conformational dynamics of aromatic rings

Explore the reaction mechanism of the Maillard reaction: a density functional theory study

s-Block metallabenzene: aromaticity and hydrogen adsorption

A mechanistic investigation on the formation and rearrangement of silaspiropentane: A theoretical study

Aromaticity in cyanuric acid

Effect of protonation and hydrogen bonding on 2, 4, 6-substituted pyrimidine and its salt complex-experimental and theoretical evidence

Aromaticity of azines through dyotropic double hydrogen transfer reaction

Similar Documents

Dyotropic rearrangement of bridgehead substituents in closed dithienylethenes; conjugated verses non-conjugated analogues

S-Block metallabenzene: aromaticity and hydrogen adsorption

Kinetics investigation of the hydrogen abstraction reaction between CH3SS and CN radicals

Entropy versus aromaticity in the conformational dynamics of aromatic rings

Explore the reaction mechanism of the Maillard reaction: a density functional theory study

s-Block metallabenzene: aromaticity and hydrogen adsorption

A mechanistic investigation on the formation and rearrangement of silaspiropentane: A theoretical study

Aromaticity in cyanuric acid

Effect of protonation and hydrogen bonding on 2, 4, 6-substituted pyrimidine and its salt complex-experimental and theoretical evidence

Aromaticity of azines through dyotropic double hydrogen transfer reaction