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- W2010057927 abstract "A series of sterically hindered o-hydroxy Schiff bases derived from o-hydroxyaceto- and benzophenones with very short intramolecular hydrogen bonds were described qualitative and quantitatively by deuterium isotope effects on 13C chemical shift, nΔC(XD), nΔF(XD), 1J(N,H) coupling constants, δNCH3 chemical shifts and UV spectra. All the investigated compounds are found to be tautomeric. The tautomeric character is described by the signs of the deuterium isotope effects on the 13C chemical shifts. For the 3-nitro-5-chloro derivatives at low temperature, the equilibrium is shifted almost fully toward the proton transferred form in CD2Cl2. Intrinsic deuterium isotope effects on chemical shifts of these compounds as well as 1J(N,H) coupling constants suggest that a zwitterionic resonance form is dominant for the proton transferred form. Structures, 1H, 19F, and 13C chemical shifts, and deuterium isotope effects on 13C chemical shifts are calculated by ab initio methods. The potential energy functions and the total deuterium isotope effects are calculated, and they are shown to correspond well with the experimental findings." @default.
- W2010057927 created "2016-06-24" @default.
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- W2010057927 date "2005-04-30" @default.
- W2010057927 modified "2023-10-10" @default.
- W2010057927 title "Tautomerism of Sterically Hindered Schiff Bases. Deuterium Isotope Effects on <sup>13</sup>C Chemical Shifts" @default.
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- W2010057927 doi "https://doi.org/10.1021/jp0445977" @default.
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