Isotope effects on chemical shifts in the study of intramolecular hydrogen bonds

Molecules. 2015 Jan 30;20(2):2405-24. doi: 10.3390/molecules20022405.

Abstract

The paper deals with the use of isotope effects on chemical shifts in characterizing intramolecular hydrogen bonds. Both so-called resonance-assisted (RAHB) and non-RAHB systems are treated. The importance of RAHB will be discussed. Another very important issue is the borderline between "static" and tautomeric systems. Isotope effects on chemical shifts are particularly useful in such studies. All kinds of intramolecular hydrogen bonded systems will be treated, typical hydrogen bond donors: OH, NH, SH and NH+, typical acceptors C=O, C=N, C=S C=N-. The paper will be deal with both secondary and primary isotope effects on chemical shifts. These two types of isotope effects monitor the same hydrogen bond, but from different angles.

Publication types

  • Review

MeSH terms

  • Deuterium / chemistry
  • Deuterium Exchange Measurement
  • Hydrogen Bonding
  • Models, Chemical*
  • Models, Molecular
  • Molecular Conformation
  • Stereoisomerism

Substances

  • Deuterium