Novel C-3v-Symmetric tripodal scaffold, triethyl cis,cis,cis-2,5,8-tribenzyltrindane-2,5,8-tricarboxylate, for the construction of artificial receptors

Abstract

[GRAPHICS] A novel C-3nu-symmetric scaffold, trindane 7, has been efficiently synthesized from 1, 3,5-tris(bromomethyl)-2,4,6-tris(chloromethyl)benzene (1) in six steps with 47% overall yield. The control of all-synstereochemistry in the tribenzylation step has been achieved by blocking one side of the trindane ring as metal carbonyl complexes. The potential utility of trindane 7 as a receptor skeleton has been examined with a urea derivative 12 toward several anionic guests.