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A comparative study of dynamic NMR spectroscopy in analysis of selected N-alkyl-, N-acyl-, and halogenated cytisine derivatives

✍ Scribed by Anna K. Przybył; Maciej Kubicki

Book ID
104060172
Publisher
Elsevier Science
Year
2011
Tongue
English
Weight
1004 KB
Volume
985
Category
Article
ISSN
0022-2860

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✦ Synopsis

New halogenated derivatives of (-)-cytisine were synthesized: 3-bromo-N-acetylcytisine, 5-bromo-Nacetylcytisine, 3,5-dibromo-N-acetylcytisine, 3-iodo-N-acetylcytisine, 5-iodo-N-acetylcytisine, 3,5diiodo-N-acetylcytisine. Their structures were established on the basis of their NMR spectra and X-ray diffraction method. The crystal structures confirmed the chair conformation of ring C, while in solution all these compounds are in cis-trans conformational equilibrium with ring C in chair and boat conformation. Additionally, the correct X-ray structure of N-benzylcytisine was resolved.

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