Effect of Benzo-Annelation on Local Aromaticity in Heterocyclic Conjugated Compounds

2014 ◽  
Vol 118 (49) ◽  
pp. 11591-11601 ◽  
Author(s):  
Slavko Radenković ◽  
Jelena Kojić ◽  
Jelena Petronijević ◽  
Marija Antić
Keyword(s):  
Conjugated Compounds ◽  
Local Aromaticity

scholarly journals π-electron content of rings in polycyclic conjugated compounds – A valence bond based measure of local aromaticity

2017 ◽  
Vol 1116 ◽  
pp. 163-173 ◽  
Author(s):  
Slavko Radenković ◽  
Marija Antić ◽  
Slađana Đorđević ◽  
Benoît Braïda
Keyword(s):  
Valence Bond ◽  
Electron Content ◽  
Conjugated Compounds ◽  
Local Aromaticity

Ab initio Hartree-Fock Investigation of π-Conjugated Compounds Presenting Large βv/βe Ratio: Merocyanines

1998 ◽  
Vol 63 (9) ◽  
pp. 1295-1308 ◽  
Author(s):  
Benoît Champagne ◽  
Thierry Legrand ◽  
Eric A. Perpete ◽  
Olivier Quinet ◽  
Jean-Marie André
Keyword(s):  
Ab Initio ◽  
First Hyperpolarizability ◽  
Conjugated Molecules ◽  
Hartree Fock ◽  
Experimental Discovery ◽  
Conjugated Compounds ◽  
Molecular Frame

CHF/6-311G* calculations of the first electronic and vibrational hyperpolarizabilities reveal that merocyanines present a substantial βv/βe ratio under their quinonoid nonpolar form. It originates from a large vibrational first hyperpolarizability whereas its electronic counterpart is small for this class of push-pull π-conjugated molecules. The transition from the quinonoid to the aromatic configuration is accompanied by an increase of βe and a decrease of the βv/βe ratio as well as by a ≈ 180° rotation in the plane of the molecule of βe and βv with respect to the molecular frame. Our results support the recent experimental discovery that antiparallel aggregation of aromatic and quinonoid forms of merocyanine is energetically favoured and that their first hyperpolarizabilities, which combine constructively, present both electronic and non purely electronic origins.

Local aromaticity in benzo- and benzocyclobutadieno-annelated anthracenes

2011 ◽  
Vol 142 (8) ◽  
pp. 797-800 ◽  
Author(s):  
Alexandru T. Balaban ◽  
Ivan Gutman ◽  
Svetlana Marković ◽  
Dušica Simijonović
Keyword(s):  
Local Aromaticity

Quantum chemical calculations for the determination of the molecular structure of conjugated compounds

1979 ◽  
Vol 51 ◽  
pp. 99-105 ◽  
Author(s):  
Roland Benedix ◽  
Peter Birner ◽  
Frieder Birnstock ◽  
Horst Hennig ◽  
Hans-Jörg Hofmann
Keyword(s):  
Molecular Structure ◽  
Quantum Chemical Calculations ◽  
Quantum Chemical ◽  
Conjugated Compounds

Conjugated compounds in cow's milk. II.

1974 ◽  
Vol 22 (2) ◽  
pp. 293-294 ◽  
Author(s):  
C. Ronald. Brewington ◽  
Owen W. Parks ◽  
Daniel P. Schwartz
Keyword(s):  
Cow’S Milk ◽  
Cow's Milk ◽  
Conjugated Compounds

scholarly journals On local aromaticity of selected model aza-[n]circulenes (n = 6, 7, 8 and 9): Density functional theoretical study

2019 ◽  
Vol 12 (1) ◽  
pp. 70-81
Author(s):  
Denisa Cagardová ◽  
Vladimír Lukeš ◽  
Ján Matúška ◽  
Peter Poliak
Keyword(s):  
Density Functional ◽  
Computational Study ◽  
Molecular Structures ◽  
Functional Theory ◽  
Structure Of Molecules ◽  
Planar Molecules ◽  
P Type ◽  
Structural Indices ◽  
Lowest Unoccupied Molecular Orbitals ◽  
Local Aromaticity

Abstract A computational study using density functional theory is reported for selected model aza[n]circulenes (n = 6, 7, 8 and 9) and their derivatives consisting of pyrrole and benzene units. Local aromaticity of central rings was discussed and analyzed using theoretical structural indices. Depending on their molecular structures, energies of the highest occupied and lowest unoccupied molecular orbitals change from –5.23 eV to –4.08 eV and from –1.97 eV to –0.41 eV, respectively. Based on B3LYP calculated optimal geometries, electronic structure of molecules and their charge transport properties resulted in the suggestion of three planar molecules containing three or four pyrrole units as potential candidates for p-type semiconductors. Hole drift mobilities for ideal stacked dimers of these potential semiconductors were calculated and they range from 0.94 cm2·V−1·s−1 to 7.33 cm2·V−1·s−1.

Correlations between Local Aromaticity Indices of Bipartite Conjugated Hydrocarbons

2010 ◽  
Vol 114 (18) ◽  
pp. 5870-5877 ◽  
Author(s):  
Alexandru T. Balaban ◽  
Jelena Đurđević ◽  
Ivan Gutman ◽  
Svetlana Jeremić ◽  
Slavko Radenković
Keyword(s):  
Conjugated Hydrocarbons ◽  
Local Aromaticity
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