Influence of substituent effects on the coordination ability of salicylaldehyde Schiff bases

Abstract

The logK₁ was quantified by four parameters, metal ion radii R, metal ion charge Q, metal atom polarizability P, and Hammett constants σ of substituent, where logK₁ was the stability constant of complexes (179) involving 10 Schiff bases Sal-A-X (N-(5-chloro-4-6-dimethyl-benzylidene)-anilines) reacting with 18 metal ions. The effect of substituents on the coordination ability of Sal-A-X was systematically investigated, and an expression with good correlation was obtained. The result shows that the electronic effect of substituent X on the aniline ring has an important influence on the stability of the complex; its electron-donating effect enhances the stability of the complex, whereas its electron-withdrawing effect lowers the stability of the complex. The theoretical results provide a potential value for the design of coordination compounds with unique function and reactivity. Moreover, their coordination selectivity to specific metal-ions can also be evaluated according to Equation (2)(2) $$\text{log}{K}_1=31.55-0.0551P+13.09Q-0.6817\sum \sigma -32.38R-9.92Q/R-1.45I_{Mg}+2.73I_{Cu}$$(2) .

Graphical Abstract

Keywords:

• Substituent effect
• salicylaldehyde Schiff base
• stability constant
• ion radii
• QSPR

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

The work was supported by the National Natural Science Foundation of China (21672058).