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1 article(s) from Katsuyama, Akira

pH-Controlled isomerization kinetics of ortho-disubstituted benzamidines: E/Z isomerism and axial chirality

Ryota Kimura,
Satoshi Ichikawa and
Akira Katsuyama

Beilstein J. Org. Chem. 2025, 21, 1568–1576, doi:10.3762/bjoc.21.120

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Graphical Abstract

Figure 1: a) Structural features of DiBA. b) Resonance structure of the amide moiety of DiBA. c) Molecular fo...

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Figure 2: Rotational barriers of 2-bromo-N,N,6-trimethylbenzimidamide and its protonated form calculated by t...

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Figure 3: Comparison of VT-NMR spectra of a) amidine 1 and b) its trifluoroacetate salt 1-H⁺ in DMSO-d₆ (400 ...

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Figure 4: Separation and isolation of amidine E/Z isomers by RP-HPLC. The mobile phase contained CF₃CO₂H to p...

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Figure 5: Kinetic analysis of the isomerization of Z-2-H⁺ to E-2-H⁺ at different pH (pH 4.6, 5.5, and 6.5). I...

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Figure 6: Correlation between E/Z isomerization rate constant and pH. The result indicates that C–N rotation ...

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Figure 7: a) Correlation between isomerization rate constant and electronic effects of the substituents. b) P...

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Figure 8: Analysis of the rate of racemization of 1 at various pH at 70 °C. Each circle shows the experimenta...

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Letter

Published 04 Aug 2025

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