Synthesis of macroheterocyclic analogs of dibenzocrown ethers. 5. 16- and 17-Membered oxaazacrown ethers

Abstract

Macrocyclic diamides are synthesized by condensation of 1,5-bis(2-aminophenyl)-1,5-dioxapentane and 1,6-bis(2-aminophenyl)-1,6-dioxahexane with the dichlorides of glutaric, diglycolic, thiodiglycolic, and N-tosyliminodiacetic acids under high dilution conditions. Reduction with diborane gives the 16- and 17-membered dibenzodiazacrown ethers. The structure of the compounds synthesized is confirmed by IR,NMR (1H and 13C), and mass spectral data.