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■ Synthesis of Tropocryptands Having Heteroatoms in Linker Chains: A New Class of Macrobicyclic Ligands Derived by N-Acylation and N-Alkylation of Tropocoronand

Ohki Sato, Yutaka Ono, and Josuke Tsunetsugu*

*Department of Chemistry, Faculty of Science, Saitama University, Saitama, Saitama 338-8570, Japan

Abstract

Tropocoronand (1) reacted with acyl chlorides on endocyclic secondary alkylamines to afford diacyl tropocoronands (2a — 2c). Double N-acylation of 1 with dioyl dichlorides (3a — 3d) yielded amide-bridged tropocryptands (4a — 4d). The similar reactions of 1 with ethylene glycol di-p-tosylate (5) or oligo(ethylene glycol) di-p-tosylate (8a — 8d) afforded the corresponding tropocryptands (6 or 9a — 9d).