Spectroscopic (FT-IR, NMR) and Computational Investigation of 2-(2-Aminoethyl)-1,2,3,4,9-Tetrahydrocarbazole: NBO, NLO, FMO, MEP Analysis

SERDAROĞLU G., Uludag N.

JOURNAL OF STRUCTURAL CHEMISTRY, cilt.60, sa.8, ss.1267-1284, 2019 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 60 Sayı: 8
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1134/s0022476619080079
  • Dergi Adı: JOURNAL OF STRUCTURAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1267-1284
  • Anahtar Kelimeler: tetrahydrocarbazoles, FT-IR, NMR, DFT calculations, NBO, NLO, FMO, MEP, HOMO-LUMO, MOLECULAR DOCKING, KINETIC STABILITY, UV, RAMAN, DFT, HYPERPOLARIZABILITY, FRAMEWORK, HARDNESS, SPECTRA
  • Sivas Cumhuriyet Üniversitesi Adresli: Evet

Özet

The FT-IR, H-1 and C-13 NMR spectroscopic characterization of the title molecule is assessed by quantum chemical simulations in detail and compared with the observed values. First, the possible structures of the substituted carbazole compound are determined by the PES scan in the gas phase at the B3LYP/6-31G(d,p) level. Then, all conformers of the title compound are re-optimized with 6-31G(d,p) and 6-311++G(d,p) basis sets at the B3LYP level in both gas phase and water, and used for the further simulations, including NBO, NLO, FMO, and MEP analyses. The polarized continuum model is used to conduct all calculations simulated in water. This work reveals that the biggest contribution to a decrease in the molecular stabilization energy comes from n -> pi* and pi -> pi* interactions for all conformers. In addition, the NLO properties imply that this compound can be a suitable candidate for the use in optoelectronic devices.