
Via a metal ion template directed synthesis and a high dilution cyclization, a bimacrocyclic 4-benzyloxyethoxy-substituted concave pyridine 8 was synthesized from dialdehyde 3, diamine 4 and diacyl dichloride 7 in 54% overall yield. Pd-catalyzed hydrogenolysis of 8 afforded the OH-substituted concave pyridine 9 which could be attached to a Merrifield resin 10 after deprotonation with NaH. The modified polymer 11 contained 10% (w/w) of 8.
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