Vitamin B‐6 model reactions. Part VI‐a Hammett relationship for the magnitude of pseudoallylic proton‐proton spin coupling constants in substituted azomethines | Zendy

Fischer James R. | Zendy; Abbott Edwin H. | Zendy

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Vitamin B‐6 model reactions. Part VI‐a Hammett relationship for the magnitude of pseudoallylic proton‐proton spin coupling constants in substituted azomethines

Author(s) -

Fischer James R.,

Abbott Edwin H.

Publication year - 1995

Publication title -

magnetic resonance in chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.483

H-Index - 72

eISSN - 1097-458X

pISSN - 0749-1581

DOI - 10.1002/mrc.1260330410

Subject(s) - chemistry , dihedral angle , proton , coupling constant , ring (chemistry) , schiff base , computational chemistry , crystallography , hydrogen bond , organic chemistry , molecule , physics , particle physics , quantum mechanics

Four‐bond proton‐proton spin coupling constants were measured between the azomethine proton and the glycine CH protons of some coordinated glycine Schiff bases where the parent aldehyde is aromatic. Such systems are models for vitamin B 6 enzyme substrate complexes. It is demonstrated that the coupling constants are not only related to the dihedral angles between coupled systems but they are also linearly related to the Hammett σ value of the substituents on the aromatic ring. A method is suggested for the calculation of dihedral angles between proton‐carbon bonds in these pseudoallylic systems.

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