CTED: the new aromaticity index based on corrected total electron density at bond critical points


TOKATLI A. , UCUN F.

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, cilt.27, ss.380-386, 2014 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 27 Konu: 5
  • Basım Tarihi: 2014
  • Doi Numarası: 10.1002/poc.3274
  • Dergi Adı: JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
  • Sayfa Sayıları: ss.380-386

Özet

In this work, the corrected total electron density < mml:mfenced close=")" open="(">< mml:msubsup>BCPCTED < mml:msubsup > based on ellipticity (epsilon) at C-C bond critical points in a given ring and bond length alternations was introduced to estimate -electron density distributions in the ring. Then, to evaluate aromaticity of rings with any number of members, the < mml:msubsup > BCPCTED was normalized relative to a system assumed as a full aromatic, which is named as the corrected total electron density (CTED) aromaticity index. For a wide range of aromatic, nonaromatic and antiaromatic compounds, we have compared CTED index with the other commonly used aromatic indices, such as HOMA, PDI, FLU, NICS and recently introduced EL. CTED index was seen to be in agreement with the defined indices, and with general expectations. Hence, as similar to the other indices except from PDI, we have proposed that CTED index could be applied to study the aromaticity of rings without any restriction in the number of members of rings and used to analyze both the local and global aromatic character of rings as a new aromaticity index. Copyright (c) 2014 John Wiley & Sons, Ltd.