Acta Phys. -Chim. Sin. ›› 2009, Vol. 25 ›› Issue (04): 701-706.doi: 10.3866/PKU.WHXB20090407

• ARTICLE • Previous Articles     Next Articles

Impact of Cyanoethy Groups on Structure and Spectroscopy of a Few Aromatic Amines

 TANG Zhi-Yong, HU Yun-Chu, ZHAO Ying, LIU Shu-Bin   

  1. Institute of Applied Chemistry, Central South University of Forestry & Technology, Changsha 410004, P. R. China; Research Computing Center, University of North Carolina, Chapel Hill, North Carolina 27599-3420, USA
  • Received:2008-10-29 Revised:2008-12-15 Published:2009-03-31
  • Contact: HU Yun-Chu, LIU Shu-Bin E-mail:hucsfu@163.com;shubin@email.unc.edu

Abstract:

The impact of introducing cyanoethy groups in aromatic amines on structure, charge transfer, frontier orbital energy and composition, as well as electronic absorption spectra was investigated in this work. Theoretical studies of aniline, p-chloroaniline, p-toluidine, and cyanoethy derivatives were carried out at density functional theory (DFT) B3LYP/6-31G* and B3LYP/6-311+G* levels to obtain optimized geometrical structures. Time-dependent density functional theory was applied to calculate the first excited state electronic transition energy and maximum absorption wavelength λmax. Our results indicate that the introduction of a cyanoethy group has limited effect on the composition of frontier orbitals. The main absorption spectrum originates from the featured π→π* electronic transition. The predicted spectra agree well with the available experimental findings.

Key words: Aromatic amine, Cyanoethy, Density functional theory, Frontier orbital, Electronic spectrum