Synthesis of 25,26,27-tris(Ethoxycarbonylmethoxy)-28-(substituted Oxy-carbonylmethoxy) Calix-4-arene: First Example of Calix-imidazole/Benzimidazole Analog

Abstract

Synthesis of calix-imidazole/benzimidazole analog i.e., 25,26, 27-tris-(ethoxycarbonylmethoxy)-28-({2′-phenylcarbamoyl} benzimidazolyloxycarbonylmethoxy) calix-4-arene. 6_a, 25,26,27-tris- (ethoxycarbonylmethoxy)-28-({2″-phenylcarbamoyl} 4′,5′-dihydroimidazolyloxy-carbonylmethoxy) calix-4-arene. 6_b and 25,26,27-tris-(ethoxycarbony-methoxy) calix-4-arene 6_c have been described. Structure elucidation explains the interaction of substituted imidazole/benzimidazole (1_a–c) with calix-4-arene system. Purity of all the synthesized products was ascertained on the basis of their column chromatographic resolution on silica gel using chloroform–ethylacetate (7:3, v/v) as eluent and recrystallization from a mixture of chloroform–methanol (1:1, v/v).