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Synthesis of an Oligo(phenylenevinylene)‐Bridged Phthalocyanine Dimer
Author(s) -
Jung Reiner,
Schweikart KarlHeinz,
Hanack Michael
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199907)1999:7<1687::aid-ejoc1687>3.0.co;2-y
Subject(s) - phthalocyanine , dimer , wittig reaction , chemistry , bromide , acrolein , benzyl bromide , polymer chemistry , photochemistry , cyanine , polymer , medicinal chemistry , organic chemistry , catalysis , physics , quantum mechanics , fluorescence
The nickel phthalocyanine 4 , which is soluble in common organic solvents, has been synthesized from the corresponding tetracyclone monoadduct 1 and acrolein ( 3 ). Reaction of 4 with p ‐toluenesulfonic acid leads to the modified phthalocyanine monoaldehyde 5 . The capability of 5 to undergo a Wittig reaction has been demonstrated with benzyltriphenylphosphonium bromide ( 6 ). Furthermore, 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.