Synthesis and application of iso(thio)cyanate-functionalized calix[4]arenes


Wageningen, André M.A. van and Snip, Erwin and Verboom, Willem and Reinhoudt, David N. and Boerrigter, Harold (1997) Synthesis and application of iso(thio)cyanate-functionalized calix[4]arenes. Liebigs Annalen/Recueil (11). pp. 2235-2245. ISSN 09473440

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Abstract:Aminocalix[4]arenes 7-12 react with triphosgene and thiophosgene to the corresponding iso(thio)cyanate-functionalized calix[4]arenes 13-20. Carbamate- (21-25) and ureasubstituted calix[4]arenes (26,27) can be obtained via isocyanatocalix[4]arenes using a one-pot synthesis starting from the corresponding aminocalix[4]arenes in moderate to good yields. Isothiocyanate-functionalized calix[4]arenes 16, 18 react selectively with amines to the corresponding thioureas 28-31 in 59-83% yield. Reaction of isothiocyanate-functionalized calix[4]arenes 16, 19, 20 with cavitands 34, 38 gives 2:2 products 42-45 in 35-42% yield.
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Copyright:© 1997 WILEY-VCH Verlag
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