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The synthesis of metal-free octaazaphthalocyanine derivatives containing bulky phenoxy substituents to prevent self-association

Makhseed, Saad, Ibrahim, Fadi, Bezzu, Caterina Grazia and McKeown, Neil B. 2007. The synthesis of metal-free octaazaphthalocyanine derivatives containing bulky phenoxy substituents to prevent self-association. Tetrahedron Letters 48 (41) , pp. 7358-7361. 10.1016/j.tetlet.2007.08.022

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Abstract

Octaazaphthalocyanines with eight phenoxy groups in the peripheral sites are prepared for the first time using the simple synthetic procedure of heating their pyrazine-2,3-dicarbonitrile precursor in quinoline. This process avoids transetherification, which has hindered previous attempts at preparing metal-free octaazaphthalocyanines. Metal-containing derivatives were also prepared by adding the appropriate metal salt to the reaction mixture. Bulky iso-propyl or phenyl groups at the 2,6-positions of the phenoxy substituents prevent self-association of the octaazaphthalocyanine cores even in the solid state.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: Elsevier
ISSN: 0040-4039
Last Modified: 13 Mar 2018 19:21
URI: https://orca.cardiff.ac.uk/id/eprint/42813

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