Prediction of the H-1 NMR spectra of epoxy-fused cyclopentane derivatives by calculations of chemical shifts and spin-spin coupling constants


Ozen C., Yildirim A., Tüzün N., Haslak P., Dogan E., Acar E., ...More

MOLECULAR PHYSICS, vol.111, no.20, pp.3147-3155, 2013 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 111 Issue: 20
  • Publication Date: 2013
  • Doi Number: 10.1080/00268976.2013.772256
  • Journal Name: MOLECULAR PHYSICS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.3147-3155
  • Istanbul Technical University Affiliated: Yes

Abstract

H-1 NMR spectra of epoxy-fused cyclopentane derivatives have been computationally investigated with density functional calculations in order to unravel the shielding effect of the epoxy ring on the H-1 NMR chemical shifts of N-substituted epoxy-fused cyclopentane-3, 5-diol derivatives. Both H-1 NMR chemical shifts and spin-spin coupling constants have been calculated with the WP04/cc-pVTZ level of theory in solution. The WP04/cc-pVTZ// B3LYP/6-31+G(d) methodology has been found to reproduce the best experimental results on epoxy-fused cyclopentane derivatives. This study is expected to lead experimentalists in their endeavour to characterize epoxy-fused cyclic systems with ease.