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Metal-free synthesis of azacalix[4]arenes

✍ Scribed by Mounia Touil; Mohammed Lachkar; Olivier Siri


Book ID
104095904
Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
261 KB
Volume
49
Category
Article
ISSN
0040-4039

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Azacalix [4]arene betaine, which possesses intramolecular positive and negative charges, was synthesized. N,N'-Dimethylazacalix[4]arene was prepared by a simple procedure and subsequent N-quaternarization afforded the N,N,N',N'-tetramethyl diammonium compound. It was converted into the betaine struc

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## Abstract We describe the synthesis and spectrophotometric studies of novel N(H)‐azacalix[4]arenes. The unprecedented direct functionalization of the N(H) bridges furnished N(__R__)‐bridged aza[1~4~]calixarene **11** that could complex a neutral guest (CH~2~Cl~2~) or could be further reduced into

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Addition of cyanuric chloride 2 (2,4,6-trichlorotriazine) to 4,6-diaminobenzene-1,3-disulfonic acid 1 gives a bis-triazine 3 which may be cyclised with diaminoarenes to yield water-soluble azacalix[4]arenes 5a-d. Alternatively, double substitution of chloride from the bis-triazine 3 yields new bis-t