Faculty Collaboration Database

Investigations of intramolecular hydrogen bonding in three types of Schiff bases by 2H and 3H NMR isotope effects. Magn Reson Chem 2004 Jun;42(6):556-60

Date

05/12/2004

Pubmed ID

15137048

DOI

10.1002/mrc.1375

Scopus ID

2-s2.0-9644269401 (requires institutional sign-in at Scopus site)   27 Citations

Abstract

Hydrogen bonding within the structures of three Schiff bases (1-3), obtained by condensation of 4-methoxy-, 5-methoxy- and 4,6-dimethoxysalicylaldehyde with methylamine, was investigated by measuring deuterium and tritium NMR isotope effects. The primary deuterium and tritium isotope effects (delta(XH)-delta(XD/T)) and secondary one-bond nitrogen deuterium effect appear to be very useful parameters for defining the character of intramolecular hydrogen bonds. The tritium isotope effects were also determined for nitrogen-hydrogen one-bond coupling constants for both 4-methoxy and 4,6-dimethoxy derivatives. These parameters are seen to be highly sensitive to hydrogen bond characteristics and can be used to distinguish localized and tautomeric hydrogen bonds.

Author List

Schilf W, Bloxsidge JP, Jones JR, Lu SY

Author

Test W. User test user title in the Anesthesiology department at Medical College of Wisconsin

MESH terms used to index this publication - Major topics in bold

Deuterium
Hydrogen Bonding
Isotopes
Magnetic Resonance Spectroscopy
Schiff Bases
Tritium