Université de Fribourg

Switching azonaphthols containing a side chain with limited flexibility. Part 1. Synthesis and tautomeric properties

Kurteva, Vanya B. ; Antonov, Liudmil M. ; Nedeltcheva, Daniela V. ; Crochet, Aurélien ; Fromm, Katharina M. ; Nikolova, Rositsa P. ; Shivachev, Boris L. ; Nikiforova, Maya S.

In: Dyes and Pigments, 2012, vol. 92, no. 3, p. 1266–1277

A series of azo dyes, possessing amide fragments with restricted flexibility tethered to 4-(phenyldiazenyl)naphthalen-1-ol, was obtained from 1-hydroxy-2-naphthoic acid by subsequent conversion to amides and diazo coupling. It was shown that the position of the tautomeric equilibrium in solution strongly depends on the solvent in both UV and NMR concentration scale. The compounds exist as pure...