Several synthetic procedures were evaluated and a protective/deprotective method, which allows the introduction of two, three, and four amide-linked polyhydroxylated units (TRIS) at the lower rim of calixarenes was developed. Di- and trifunctionalized derivatives are poorly soluble in water, whereas the solubility of calixarene having four polyhydroxylated amide groups is good (6 x 10(-3) M at 25 degreesC)
Synthesis of Lower Rim Polyhydroxylated Calixarenes / M. SEGURA; F. SANSONE; A. CASNATI; R. UNGARO. - In: SYNTHESIS. - ISSN 0039-7881. - 14(2001), pp. 2105-2112.