- Authors:
-
-
Hansen, Poul Erik
;
Close
0000-0003-4751-9910
Funktionelle Biomaterialer, Department of Science and Environment, Roskilde University - Kamounah, Fadhil S. ;
- Gryko, Daniel T.
-
Hansen, Poul Erik
;
- DOI:
- 10.3390/molecules18044544
- Abstract:
- Deuterium isotope effects on 13C-NMR chemical shifts are investigated in a series of 10-hydroxybenzo[h]quinolines (HBQ’s) The OH proton is deuteriated. The isotope effects on 13C chemical shifts in these hydrogen bonded systems are rather unusual. The formal four-bond effects are found to be negative, indicating transmission via the hydrogen bond. In addition unusual long-range effects are seen. Structures, NMR chemical shifts and changes in nuclear shieldings upon deuteriation are calculated using DFT methods. Two-bond deuterium isotope effects on 13C chemical shifts are correlated with calculated OH stretching frequencies. Isotope effects on chemical shifts are calculated for systems with OH exchanged by OD. Hydrogen bond potentials are discussed. New and more soluble nitro derivatives are synthesized.
- Type:
- Journal article
- Language:
- English
- Published in:
- Molecules, 2013, Vol 18, Issue 4, p. 4544-4560
- Keywords:
- Isotope effects; hydroxybenzoquinolines; hydrogen bonding; DFT calculations
- Main Research Area:
- Science/technology
- Publication Status:
- Published
- Review type:
- Peer Review
- Submission year:
- 2013
- Scientific Level:
- Scientific
- ID:
- 240708244
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