Substituted naphthalenes: Stability, conformational flexibility and description of bonding based on ETS-NOCV method

Stankovic, Branislav; Ostojić, Bojana; Gruden, Maja; Popović, Aleksandar R.; Đorđević, Dragana

doi:10.1016/j.cplett.2016.08.056

Samo za registrovane korisnike

2016

Autori

Stankovic, Branislav

Ostojić, Bojana
Gruden, Maja

Popović, Aleksandar R.

Đorđević, Dragana

Članak u časopisu (Objavljena verzija)

Metapodaci

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Apstrakt

For all dimethylnaphthalenes (DMNs) the transition from a planar ring conformation to a nonplanar one results in energy increase in the range 1.7-2.4 kcal/mol. There is a linear relationship between averaged rigidity constant and relative energy of DMNs. The relative stability of DMNs does not follow the aromatic stabilization based on NICS values. The ETS-NOCV analysis shows that more efficient bonding in the pi-electron system is the origin of enhanced stability in laterally substituted (CH3, Cl and NO2) naphthalenes. The results for C-aryl-CH3 system indicate more steric repulsion in going from 2,7-DMN to 1,8-DMN following the increase of relative energies.

Izvor:
Chemical Physics Letters, 2016, 661, 136-142

Izdavač:

Elsevier Science Bv, Amsterdam

Projekti:

DOI: 10.1016/j.cplett.2016.08.056

ISSN: 0009-2614

WoS: 000385332600023

Scopus: 2-s2.0-84984616746

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	1

TY  - JOUR
AU  - Stankovic, Branislav
AU  - Ostojić, Bojana
AU  - Gruden, Maja
AU  - Popović, Aleksandar R.
AU  - Đorđević, Dragana
PY  - 2016
UR  - http://cer.ihtm.bg.ac.rs/handle/123456789/1897
AB  - For all dimethylnaphthalenes (DMNs) the transition from a planar ring conformation to a nonplanar one results in energy increase in the range 1.7-2.4 kcal/mol. There is a linear relationship between averaged rigidity constant and relative energy of DMNs. The relative stability of DMNs does not follow the aromatic stabilization based on NICS values. The ETS-NOCV analysis shows that more efficient bonding in the pi-electron system is the origin of enhanced stability in laterally substituted (CH3, Cl and NO2) naphthalenes. The results for C-aryl-CH3 system indicate more steric repulsion in going from 2,7-DMN to 1,8-DMN following the increase of relative energies.
PB  - Elsevier Science Bv, Amsterdam
T2  - Chemical Physics Letters
T1  - Substituted naphthalenes: Stability, conformational flexibility and description of bonding based on ETS-NOCV method
VL  - 661
SP  - 136
EP  - 142
DO  - 10.1016/j.cplett.2016.08.056
ER  -

@article{
author = "Stankovic, Branislav and Ostojić, Bojana and Gruden, Maja and Popović, Aleksandar R. and Đorđević, Dragana",
year = "2016",
url = "http://cer.ihtm.bg.ac.rs/handle/123456789/1897",
abstract = "For all dimethylnaphthalenes (DMNs) the transition from a planar ring conformation to a nonplanar one results in energy increase in the range 1.7-2.4 kcal/mol. There is a linear relationship between averaged rigidity constant and relative energy of DMNs. The relative stability of DMNs does not follow the aromatic stabilization based on NICS values. The ETS-NOCV analysis shows that more efficient bonding in the pi-electron system is the origin of enhanced stability in laterally substituted (CH3, Cl and NO2) naphthalenes. The results for C-aryl-CH3 system indicate more steric repulsion in going from 2,7-DMN to 1,8-DMN following the increase of relative energies.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Chemical Physics Letters",
title = "Substituted naphthalenes: Stability, conformational flexibility and description of bonding based on ETS-NOCV method",
volume = "661",
pages = "136-142",
doi = "10.1016/j.cplett.2016.08.056"
}

Stankovic B, Ostojić B, Gruden M, Popović AR, Đorđević D. Substituted naphthalenes: Stability, conformational flexibility and description of bonding based on ETS-NOCV method. Chemical Physics Letters. 2016;661:136-142

Stankovic, B., Ostojić, B., Gruden, M., Popović, A. R.,& Đorđević, D. (2016). Substituted naphthalenes: Stability, conformational flexibility and description of bonding based on ETS-NOCV method.
Chemical Physics LettersElsevier Science Bv, Amsterdam., 661, 136-142.
https://doi.org/10.1016/j.cplett.2016.08.056

Stankovic Branislav, Ostojić Bojana, Gruden Maja, Popović Aleksandar R., Đorđević Dragana, "Substituted naphthalenes: Stability, conformational flexibility and description of bonding based on ETS-NOCV method" 661 (2016):136-142,
https://doi.org/10.1016/j.cplett.2016.08.056 .