Stable Hemiaminals with a Cyano Group and a Triazole Ring
AbstractUnder neutral conditions the reactions between 4-amino-1,2,4-triazole and cyano-substituted benzaldehyde derivatives yield stable hemiaminals. Addition of small amounts of acid catalyst promotes further step of dehydration resulting in formation of Schiff bases. Four new hemiaminals and the corresponding imines have been obtained. The molecular stability of the hemiaminal intermediates results from both the 1,2,4-triazole moiety and electron withdrawing substituents on the phenyl ring, so no further stabilisation by intramolecular interaction is required. Hemiaminal molecules possess stereogenic centres on carbon and nitrogen atoms. The chirality of these centres is strongly correlated with the conformation of the molecules due to heteroatom hyperconjugation effects. View Full-Text
- Supplementary File 1:
Supplementary Materials (PDF, 5503 KB)
Scifeed alert for new publicationsNever miss any articles matching your research from any publisher
- Get alerts for new papers matching your research
- Find out the new papers from selected authors
- Updated daily for 49'000+ journals and 6000+ publishers
- Define your Scifeed now
Kwiecień, A.; Barys, M.; Ciunik, Z. Stable Hemiaminals with a Cyano Group and a Triazole Ring. Molecules 2014, 19, 11160-11177.
Kwiecień A, Barys M, Ciunik Z. Stable Hemiaminals with a Cyano Group and a Triazole Ring. Molecules. 2014; 19(8):11160-11177.Chicago/Turabian Style
Kwiecień, Anna; Barys, Maciej; Ciunik, Zbigniew. 2014. "Stable Hemiaminals with a Cyano Group and a Triazole Ring." Molecules 19, no. 8: 11160-11177.