A versatile synthesis for new 9,10-bis(4-alkoxyphenyl)-2,7-diiodophenanthrenes: useful precursors for conjugated polymers

Roberto Grisorio; Gian Paolo Suranna; Piero Mastrorilli; Cosimo Francesco Nobile

doi:10.1021/ol0713584

A versatile synthesis for new 9,10-bis(4-alkoxyphenyl)-2,7-diiodophenanthrenes: useful precursors for conjugated polymers

Org Lett. 2007 Aug 2;9(16):3149-52. doi: 10.1021/ol0713584. Epub 2007 Jul 13.

Authors

Roberto Grisorio¹, Gian Paolo Suranna, Piero Mastrorilli, Cosimo Francesco Nobile

Affiliation

¹ Department of Water Engineering and of Chemistry, Polytechnic of Bari, Campus Universitario, via Orabona 4-Bari, Italy.

PMID: 17629293
DOI: 10.1021/ol0713584

Abstract

A practical synthesis for 9,10-bis(alkoxyphenyl)-2,7-diiodophenanthrenes is described. 9,10-Bis(4-hexyloxyphenyl)-2,7-diiodophenanthrene was selectively obtained by a one-pot reaction of 10,10-bis-(4-hexyloxy-phenyl)-2,7-diiodo-10H-phenanthren-9-one with 1 equiv of triethylsilane in trifluoroacetic acid. The target molecular architecture was demonstrated to be a useful precursor for obtaining the corresponding poly(phenanthrene) and poly(phenanthrylene-vinylene).