Article | REF: IN165 V1

Molecular functionalization of surfaces by reduction of aryldiazonium salts

Authors: Corinne LAGROST, Alice MATTIUZZI, Ivans JABIN, Philippe HAPIOT, Olivia REINAUD

Publication date: March 10, 2014, Review date: May 26, 2020

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4. Implementation

4.1 Synthesis of calix[4]tetra-anilines and grafting of the corresponding calix[4]arenes

Calix[4]tetra-aniline precursors are synthesized from the commercially available para-tert-butyl-calix[4]arene. Para-tert-butyl-calix[4]arenes are first functionalized on the small neck with alkyl, fluoroalkyl or carboxylic acid groups according to conventional procedures developed in the literature. An ipso-nitration reaction followed by a reduction step finally leads to the formation of calix[4]tetra-anilines.

In a first approach, several compounds are synthesized (figure 5 ):

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