Substituent effect study on experimental C-13 NMR chemical shifts of (3-(substituted phenyl)-cis-4,5-dihydroisoxazole-4,5-diyl)-bis(methylene)diacetate derivatives

Kara Y. S.

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, vol.151, pp.723-730, 2015 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 151
  • Publication Date: 2015
  • Doi Number: 10.1016/j.saa.2015.07.032
  • Journal Name: SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.723-730
  • Keywords: Correlation analysis, SSP analysis, DSP analysis, C-13 NMR, Dihydroisoxazole, Isoxazole, FREE-ENERGY RELATIONSHIPS, QUANTITATIVE TREATMENT, NITRILE OXIDES, H-1, CYCLOADDITION, INHIBITORS, RESONANCE, DESIGN, AGENTS, ROUTE
  • Kocaeli University Affiliated: Yes

Abstract

Eleven novel (3-(substituted phenyl)-cis-4,5-dihydroisoxazole-4,5-diyl)bis(methylene) diacetate derivatives were synthesized in the present study. These dihydroisoxazole derivatives were characterized by IR, H-1 NMR, C-13 NMR and elemental analyses. Their C-13 NMR spectra were measured in Deuterochloroform (CDCl3). The correlation analysis for the substituent-induced chemical shift (SCS) with Hammett substituent constant (sigma), inductive substituent constant (sigma(1)), different of resonance substituent constants (sigma(R), sigma(o)(R)) and Swain-Lupton substituent parameters (F, R) were performed using SSP (single substituent parameter), and DSP (dual substituent parameter) methods, as well as single and multiple regression analysis. From the result of regression analysis, the effect of substituent on the C-13 NMR chemical shifts was explained. (C) 2015 Elsevier B.V. All rights reserved.