Synthesis and structure of cyclic oligo(p-phenylene oxide)s, -(C6H4O)n- (n = 6-10)

Daisuke Takeuchi; Itaru Asano; Kohtaro Osakada

doi:10.1021/jo0609982

Synthesis and structure of cyclic oligo(p-phenylene oxide)s, -(C6H4O)n- (n = 6-10)

J Org Chem. 2006 Oct 27;71(22):8614-7. doi: 10.1021/jo0609982.

Authors

Daisuke Takeuchi¹, Itaru Asano, Kohtaro Osakada

Affiliation

¹ Chemical Resources Laboratory (Mail Box R1-03), Tokyo Institute of Technology, 4259 Nagatsuda, Midori-ku, Yokohama 226-8503, Japan.

PMID: 17064041
DOI: 10.1021/jo0609982

Abstract

Stepwise growth of oligo(p-phenylene oxide)s and cyclization via the Ullmann coupling reaction by using CuI/N,N-dimethylglycine afforded cyclic oligo(p-phenylene oxide)s, (n = 6-10). The structure of the new cyclophanes was determined by X-ray crystallography, which revealed that they have planar or slightly bent structures with diameters of 1.0-1.5 nm.