Tautomerism as primary signaling mechanism in metal sensing: the case of amide group

• Vera Deneva,
• Georgi Dobrikov,
• Aurelien Crochet,
• Daniela Nedeltcheva,
• Katharina M. Fromm and
• Liudmil Antonov

Beilstein J. Org. Chem. 2019, 15, 1898–1906, doi:10.3762/bjoc.15.185

• solvents. Strong bathochromic and hyperchromic effects in the visible spectra accompany the 1:1 formation of complexes with some alkaline earth metal ions. Keywords: amide group; azo dye; molecular sensor; sidearm; tautomerism; Introduction The design of new organic sensing systems is an undividable part

• , which leads to the expectation that the tautomeric equilibrium should be fully shifted to 6E. The corresponding most stable structure of the enol form is shown in Figure 1, where hydrogen bonding between the tautomeric OH group and the sidearm carbonyl group can be seen. The tautomeric equilibrium in 1