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Efficient synthesis of amino-protected calix[4]arenes selectively functionalized with iron chelator ICL670 designed as platform for iron recognition
Authors:Pascal Rouge,Mathieu Becuwe,Alexandra Dassonville-Klimpt,Sophie Da Nascimento,Jean-Franç  ois Raimbert,Dominique Cailleu,Emmanuel Baudrin,Pascal Sonnet
Affiliation:a UMR-CNRS 6219, Laboratoire des Glucides, Faculté de Pharmacie, Université de Picardie Jules Verne, 1 rue des Louvels, 80039 Amiens Cedex, France
b Laboratoire de Réactivité et Chimie des Solides, UMR CNRS 6007, Université de Picardie Jules Verne, 33 Rue Saint Leu, 80039 Amiens Cedex, France
c Plate-forme analytique, Université de Picardie Jules Verne, 80039 Amiens Cedex, France
d Institut de Chimie de Picardie, FR3085 CNRS, Université de Picardie Jules Verne, 33 Rue Saint Leu, 80039 Amiens Cedex, France
Abstract: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.
Keywords:Calix[4]arene   Lower-rim functionalization   ICL670   Iron sensor
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