Deuterium-induced isotope effects on 13C chemical shifts were measured in a series of benzene derivatives, viz. toluene, benzoic acid and benzophenone. The effects over two, three and four bonds reflect a dependence on the transmission pathway and the nature of the side-chain. Steric and inductive i
Intrinsic deuterium isotope effects of deuteriated tert-butyl groups on the 13C NMR spectra of aromatic compounds
✍ Scribed by Hartmut H. Balzer; Stefan Berger
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- English
- Weight
- 404 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0749-1581
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
The ^3^Δ‐deuterium isotope effects of partially and fully deuteriated tert‐butyl groups on the ^13^C NMR spectra of tert‐butylbenzene and derivatives are discussed in detail. It is shown that they correlate with the chemical shift of C‐1 of the aromatic ring. It has been demonstrated that when deuterium is replaced with some other substituents, the SCS values of these substituents show a parallel behaviour to the deuterium isotope effects. It is concluded that, for the compounds studied, deuterium isotope effects and substituent chemical shifts can be described on a common basis.
📜 SIMILAR VOLUMES
## Abstract One‐bond deuterium‐induced isotope shifts of ^13^C NMR (^1^Δ) for 106 sp^2^‐hybridized carbons are discussed in terms of CH bond lengths. ^1^Δ correlates linearly with the related CH bond length calculated by the MNDO MO method by the equation ^1^Δ(ppb)=8350 __r__~CH~ (Å) – 8824.
## Abstract Carbon‐13 NMR chemical shifts are reported for nine tricyclic aromatic ketones formally derived from indanone. The influences of remote ring size, as well as linear, angular __exo__ and angular __endo__ ketone orientation are examined. Results are compared with available ^1^H NMR data.
Canada K 1A OL2 ' H-'H and ' H-' 3C COSY experiments, and permit an evaluation of linear vs. angular endo and ex0 ketone orientation on the NMR parameters. ## KEY WORDS "C NMR 'H N M R Tricyclic aromatic ketones Linear and angular effects
## Abstract The complete ^1^H and ^13^C NMR spectral assignments of seven positional isomers of __N__,__N__‐dimethylsulfamoylquinolines 2–8 and quinoline have been made using 1D and 2D NMR techniques, including COSY, HMQC and HMBC experiments. Δδ~H~ and Δδ~C~ substituent effects induced by the sulf