Synthesis of an oligo(phenylenevinylene)-bridged phthalocyanine dimer

Citation
R. Jung et al., Synthesis of an oligo(phenylenevinylene)-bridged phthalocyanine dimer, EUR J ORG C, (7), 1999, pp. 1687-1691
Citations number
36
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
7
Year of publication
1999
Pages
1687 - 1691
Database
ISI
SICI code
1434-193X(199907):7<1687:SOAOPD>2.0.ZU;2-W
Abstract
The nickel phthalocyanine 4, which is soluble in common organic solvents, h as been synthesized from the corresponding tetracyclone monoadduct 1 and ac rolein (3). Reaction of 4 with p-toluenesulfonic acid leads to the modified phthalocyanine monoaldehyde 5. The capability of 5 to undergo a Wittig rea ction has been demonstrated with benzyltriphenylphosphonium bromide (6). Fu rthermore, a dimer 9 has been synthesized by treating 5 with 0.5 equiv. of xylylenebis(triphenylphosphonium bromide) (8). Dimer 9 constitutes a model compound for corresponding PPV polymers containing phthalocyanine subunits.