gNMR simulated H-1 and proton-coupled C-13 NMR spectra of substituted 3-nitropyridines. GIAO/DFT calculated values of proton and carbon chemical shifts and coupling constants

Katritzky A. R., Akhmedov N. G., Guven A., Doskocz J., Akhmedova R. G., Majumder S., ...Daha Fazla

JOURNAL OF MOLECULAR STRUCTURE, cilt.787, sa.1-3, ss.131-147, 2006 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 787 Sayı: 1-3
  • Basım Tarihi: 2006
  • Doi Numarası: 10.1016/j.molstruc.2005.10.041
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.131-147
  • Anahtar Kelimeler: long-range coupling constants, GIAO, 3-nitropyridines, proton-coupled C-13 NMR spectra, NUCLEAR-MAGNETIC-RESONANCE, AB-INITIO, CHARGE-DISTRIBUTION, H-1-NMR SPECTRA, PYRIDINE, DERIVATIVES, N-15, RANGE, SPECTROSCOPY, ASSIGNMENTS
  • Anadolu Üniversitesi Adresli: Hayır

Özet

The magnitude of one bond and long-range coupling constants in 3-nitropyridine 1 and its derivatives 2-16 were determined from the proton-coupled C-13 NMR spectra in CDCl3. The GIAO/DFT (Density Functional Theory/Gauge Including Atomic Orbitals) calculations on B3LYP/6-31 +G(d,p)//6-31G(d) and B3LYP/6-311 + +G(d,p)//6-31G(d) optimized structures of 1-16 were employed for the determination of proton and carbon chemical shifts and coupling constants ((n)J(HH) and (n)J(CH)) and the calculated data compared with the experimental NMR data. The GIAO/DFT calculations, in conjugation with iterative simulations of the proton-coupled C-13 NMR spectra using gNMR software, provide reliable values of (n)J(CNO2,H) couplings, which could not be obtained from the proton-coupled C-13 NMR spectra of 1-16 due to line broadening associated with quadruple relaxation involving the N-14 nuclei and non-zero C-13-N-14 couplings. (c) 2005 Elsevier B.V. All rights reserved.