Journal of the Chemical Society. Perkin transactions II p. 1859 - 1869 (1990)
Update date:2022-08-05
Topics:
Claramunt, Rosa M.
Foces-Foces, Maria de la Concepcion
Cano, Felix Hernandez
Fruchier, Alain
Molina, Pedro
et al.
The molecular structures of a hexa- and a penta-substituted biguanide have been solved by X-ray crystallography: compound (9c) disubstituted at N(5) by (as) a piperidine ring, and compound (11b) monosubstituted at N(5) by a dimethylamino group.The X-ray structures can be used to explain the 1H and 13C NMR behaviour observed for these and related compounds.Consideration of the intramolecular hydrogen bonds between the NH and C=O groups is essential for the determination of the structure and spectroscopic properties of biguanides.In addition, the precursor diazetidines have also been studied by NMR spectroscopy: the Z,Z-isomer is always the most abundant, but minor quantities of the E,E-isomer can be observed.
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