Ester-functionalized phthalonitriles and zinc phthalocyanines via palladium-catalyzed cyanation of 4,5-dichlorophthalates |
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| Authors: | Benoî t Tylleman,Gabin Gbabode,Sergey Sergeyev |
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| Affiliation: | a Université Libre de Bruxelles (ULB), Laboratoire de Chimie des Polymères, CP 206/01, Boulevard du Triomphe, 1050 Bruxelles, Belgium
b Department of Organic Chemistry, Universidad Complutense de Madrid, Avda. Complutense, 28040 Madrid, Spain |
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| Abstract: | Dicyanophthalates 3 were synthesized via Pd-catalyzed two-fold cyanation of the corresponding 4,5-dichlorophthalates with Zn(CN)2. Appropriate modification of reaction conditions allowed one-pot synthesis of the corresponding zinc phthalocyanines 7 bearing eight peripheral alkyl ester groups. Powder X-ray diffraction study of a mesogenic zinc phthalocyanine bearing branched alkyl substituents revealed a rare case of a transition between two columnar rectangular liquid crystalline mesophases with different symmetry. |
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| Keywords: | Phthalocyanines Phthalonitriles Palladium Cyanation |
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