The synthesis and characterization of new metal-free and metallophthalocyanines containing four 27-membered diazaheptathia macrocycles

A new metal-free 5 and metallophthalocyanines 6 and 7 containing four 27-membered diazaheptathia macrocyclic moieties on peripheral positions have been synthesized. The metal-free phthalocyanine 5 was synthesized by the reaction 27,28-dicyano-9,10,12,13,23,24,31,32-octahydro-5 H,15 H-tribenzo[ b, h,...

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Bibliographic Details
Published inDyes and pigments Vol. 75; no. 3; pp. 606 - 611
Main Authors Gök, H. Zeki, Kantekin, Halit, Gök, Yaşar, Herman, Gerrit
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 2007
Subjects
2-Aminothiophenol
Mixed-donor macrocycle
Phthalocyanines
Template effect
Transition metal
Template effect
Transition metal
Mixed-donor macrocycle
2-Aminothiophenol
Phthalocyanines
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Summary:A new metal-free 5 and metallophthalocyanines 6 and 7 containing four 27-membered diazaheptathia macrocyclic moieties on peripheral positions have been synthesized. The metal-free phthalocyanine 5 was synthesized by the reaction 27,28-dicyano-9,10,12,13,23,24,31,32-octahydro-5 H,15 H-tribenzo[ b, h, w][1,4,7,13,16,19,25,10,22]heptathia diazacycloheptacosine-6,16 (7 H,17 H)-dione 4 with anhydrous 2-(dimethylamino)ethanol under reflux for 28 h. Metallophthalocyanines 6 and 7 were synthesized by the reaction of 4 with anhydrous NiCl 2 and Zn(CH 3CO) 2 in dry quinoline, respectively. The new compounds were characterized by a combination of elemental analysis and 1H NMR, 13C NMR, IR, UV–vis and MS spectral data.
ISSN:0143-7208
1873-3743
DOI:10.1016/j.dyepig.2006.07.008