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This mini review describes intrinsic deuterium isotope effects on 13C chemical shifts of rigid hydrogen bonded compounds primarily in solution. The steric effects of intramolecularly hydrogen bonded compounds are dissected into different bond interactions leading either to steric compression or to steric twist. One-bond isotope effects involving CH(D) bonds are analyzed in terms of substituent effects...
Deuterium isotope effects on 13C chemical schifts are studied in a series of o-hydroxythioamides, 2 delta-thiazolines and enolic 5-acyl-2-thiobabituric acids. Novel 2-hydroxy-1-thiocarboxamide naphthalenes show steric isotope effects of opposite sign to those observed in 2-hydroxy-1-acetylnaphthalenes and pyrenes. The o-hydroxyaromatic 2delta-thiazolines show tautometric behaviour and accordingly...
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