Structural and Molecular Orbital Properties of Some Boroxine Derivatives-A Theoretical Study

Turker L., Gumus S., Atalar T.

BULLETIN OF THE KOREAN CHEMICAL SOCIETY, vol.30, no.10, pp.2233-2239, 2009 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 30 Issue: 10
  • Publication Date: 2009
  • Journal Name: BULLETIN OF THE KOREAN CHEMICAL SOCIETY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2233-2239
  • Keywords: Boroxine, NICS, Aromaticity, DFT, ab initio, INDEPENDENT CHEMICAL-SHIFTS, VIBRATIONAL FREQUENCIES, TRANSITION STRUCTURES, SEMIEMPIRICAL METHODS, HETEROAROMATIC RINGS, AROMATICITY, DENSITY, COMPLEXES, TRIPHENYLBOROXIN, ELECTROLYTES
  • Middle East Technical University Affiliated: Yes

Abstract

In the present study, firstly, the variations of the geometric parameters induced by different substituents on boroxine skeleton (symmetrically H.CH(3),Cl,F,NO(2) substituted boroxines) are investigated by Listng B3LY13/6-31G(d,p) levels of the theory. The second objective is to estimate On the molecular activity of boroxine derivatives using energetic and NICS criteria Moreover, the effects of different theoretical levels on NICS values have been investigated in a systematic approach. Lastly, a rotational analysis has been performed to Investigate the effect of rotation around the B-Me and B-NO(2) bonds oil total energy of the system. It has been found that electron withdrawing substituents contribute the aromaticity of boronxame affirmatively Conversely, electron donors make the system less aromatic. Also, the theoretical vibrational spectra for these boroxine derivatives are presented and compared with the experimental data from the literature