Electronic effects in aromatic systems.
Degree GrantorUniversity of Canterbury
Degree NameDoctor of Philosophy
¹³C NMR substituent chemical shifts for both ethenyl carbons in series of meta and para X- and XCH₂ - substituted methyl cinnamates in six solvents have been obtained in an effort to investigate the influence of solvent on the inductive sUbstituent constant σI These data have been supplemented with ¹⁹F NMR substituent chemical shifts for series of meta- and para- fluorobenzyl derivatives prepared in this study and with ¹⁹C shifts for the styrenes and ¹⁹F NMR data for the fluorobenzenes available from the literature. Modified σ meta and σI values for use in the solvents ethanol, dimethylsulphoxide, acetone, deuterochloroform, carbon tetrachloride and benzene are derived. The modified σmeta and σI values are used to investigate the effect of the β-substituent in β-substituted styrenes on σR for para-substituents in these systems.