Efficient synthesis of amino-protected calix[4]arenes selectively functionalized with iron chelator ICL670 designed as platform for iron recognition

The development of selective electrochemical iron sensor is still a challenging task. One promising possibility is to use organically functionalized inorganic particles, for instance silica, as sensitive element. Herein, we report on the design and synthesis of calix[4]arene-based platforms modified with ICL670 iron chelator and alkylamino chain(s). These new molecular edifices could be easily grafted on silica particles. The strategy relies on selective calix[4]arenes functionalizations by alkylamino chains at the lower rim, in partial-cone or 1,3 -alternate conformations. The different synthesis routes are presented and discussed. [Display omitted]