Convenient Synthesis and Coordination Properties of p-tert-butyldihomooxacalix[4]Arene Mono-Schiff Bases

GRAPHICAL ABSTRACT

ABSTRACT

A series of novel functionalized p-tert-butyldihomooxacalix[4]arene mono-Schiff bases were conveniently synthesized by two-step reaction process. The synthetic rout included alkylation of p-tert-butyldihomooxacalix[4]arene with O-chloroalkoxy-substituted benzaldehydes and sequential condensation with 2-hydroxybenzohydrazide, 2-picolinohydrazideand aminothiourea. The single crystal structures of two p-tert-butyldihomooxacalix[4]arenederivatives were determined by X-ray single crystal diffraction method. The coordination abilities of dihomooxacalix[4]arene mono-Schiff bases towards transition metal ions were preliminarily investigated by UV-Vis spectra.

KEYWORDS:

• calixarene
• dihomooxacalix[4]arene
• picolinohydrazide
• semicarbazone
• Schiff base
• UV-spectroscopy

Acknowledgment

This work was financially supported by National Natural Science Foundation of China (Nos. 21372192) and the Priority Academic Program Development of Jiangsu Higher Education Institutions. We also thank theAnalysis and Test Center of Yangzhou University for providing instruments for analysis.

Supporting Information

¹H and¹³C NMR spectra for all new compounds are available. Crystallographic data 2c (CCDC1511220) and 2d (CCDC 1511221) have been deposited at the Cambridge Crystallographic Database Centre.

Additional information

Funding

This work was supported by theNational Natural Science Foundation of China (21372192)