Carbon-13 substituent chemical shifts of 4-substituted bicyclo[2.2.2]oct-1-yl cyanides
β Scribed by Graeme Butt; N. Pirzada; Ronald D. Topsom; William Adcock; Anil N. Abeywickrema
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 94 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
The carbon-13 substltuent chemical shifts of 4-substituted b1cyclo[2 2.2]oct-l-y1 cyanides are a 11near function of the substituent inductive parameters
The f1cyclo[2 2.2loctane system 1s very useful in substltuent studies since groups at the l-and 4-positions are held rigidly mth respect to each other mth the substltuent-bicyclo-
π SIMILAR VOLUMES
## Abstract ^13^C chemical shifts of more than fifty bicyclo[3.2.1]octane and bicyclo[2.2.1]heptane derivatives (hydrocarbons, alcohols, ketones and esters) have been determined. The usefulness of ethyl derivatives for the assignment of close ^13^C chemical shifts in bicyclic methyl derivatives is
The I3C NMR spectra for eight 2-(4'-substituted)phenylisatogens were determined at 30Β°C in CDCI, . Analysis of the ipso-carbon SCS values was carried out using the well known DSP and DSP-NLR models. Changes in the "C SCS values for the carbon atoms in the isatogen moiety suggest that a small degree
H/lH isotope effects on the "F chemical shifts of 4-substituted bicyclo[2.2.2]octl-y1 and bicyclo[2.2.l]hept-l-y1 fluoride are significantly shielding and deshielding, respectively. This result is consistent with deuterium being viewed as an electronegative substituent relative to hydrogen when atta