Synthesis of Mixed Aza, Oxa and Thia Crown Ethers

Abstract

Two series of monoaza-15-crown-5 compounds containing either a fused benzo group or sulfur donor atoms in the macrocycles have been synthesised by 1:1 cyclisation of diols or dithiols with ditosylates in the presence of sodium hydride; the molecular structure of 2,3-benzo-10-N-(4′-methoxyphenyl)-1,4,7,13-tetraoxa-10-azacyclopentadecane (8) has also been determined by single-crystal X-ray analysis.