EL: the new aromaticity measure based on one-electron density function

被引:40
作者
Dominikowska, Justyna [1 ]
Palusiak, Marcin [1 ]
机构
[1] Univ Lodz, Dept Theoret & Struct Chem, PL-90236 Lodz, Poland
关键词
Aromaticity; Aromaticity index; Bond ellipticity; Bond critical point; QTAIM; INDEPENDENT CHEMICAL-SHIFTS; RING CURRENTS; BASIS-SET; GEOMETRIC CONTRIBUTIONS; METHOD DEPENDENCE; QUANTUM-THEORY; DELOCALIZATION; HYDROCARBONS; ATOMS; BOND;
D O I
10.1007/s11224-011-9941-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ellipticity of the bond, being the quantity which numerically reflects how far the given chemical bond has elliptic cross-section, may be used to estimate pi-electron contribution in bonding. We make use of that fact and develop a new measure of aromaticity-EL index. Since ellipticity is available from calculations on one-electron density function, EL can be used for both theoretical and experimental data. The EL measure is normalized to make interpretation of this parameter as easy and comfortable as possible. We compare EL values with the values of other commonly used aromaticity measures, such as HOMA, PDI, FLU, and NICS. It appears that the indications of EL are in agreement with indications of other indices and general expectations.
引用
收藏
页码:1173 / 1183
页数:11
相关论文
共 66 条
[1]   A QUANTUM-THEORY OF MOLECULAR-STRUCTURE AND ITS APPLICATIONS [J].
BADER, RFW .
CHEMICAL REVIEWS, 1991, 91 (05) :893-928
[2]   ATOMS IN MOLECULES [J].
BADER, RFW .
ACCOUNTS OF CHEMICAL RESEARCH, 1985, 18 (01) :9-15
[3]   A bond path: A universal indicator of bonded interactions [J].
Bader, RFW .
JOURNAL OF PHYSICAL CHEMISTRY A, 1998, 102 (37) :7314-7323
[4]   Where to draw the line in defining a molecular structure [J].
Bader, RFW ;
Matta, CF .
ORGANOMETALLICS, 2004, 23 (26) :6253-6263
[5]   Bond Paths Are Not Chemical Bonds [J].
Bader, Richard F. W. .
JOURNAL OF PHYSICAL CHEMISTRY A, 2009, 113 (38) :10391-10396
[6]   Using Clar sextets for two- and three-dimensional aromatic systems [J].
Balaban, Alexandru T. .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2011, 13 (46) :20649-20658
[7]   Does electron density in bond critical point reflect the formal charge distribution in H-bridges? The case of charge-assisted hydrogen bonds (CAHBs) [J].
Bankiewicz, Barbara ;
Palusiak, Marcin .
COMPUTATIONAL AND THEORETICAL CHEMISTRY, 2011, 966 (1-3) :113-119
[8]   DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].
BECKE, AD .
JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652
[9]  
Bultinck P, 2005, J PHYS ORG CHEM, V18, P706, DOI 10.1003/poc.922
[10]   Local aromaticity in polycyclic aromatic hydrocarbons: Electron delocalization versus magnetic indices [J].
Bultinck, Patrick ;
Fias, Stijn ;
Ponec, Robert .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (34) :8813-8818