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The tetratriptycenoporphyrazines revisited

Mughal, Sabeeha, Bezzu, Caterina Grazia, Carter, Emma, Pope, Simon J. A. and McKeown, Neil B. 2013. The tetratriptycenoporphyrazines revisited. Journal of Porphyrins and Phthalocyanines 17 (08n09) , pp. 778-784. 10.1142/S1088424613500351

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Abstract

The spectroscopic behavior of octa-t-butyltetra-2,3-triptycenotetraazaporphyrin and some of its metal complexes (Cu2+, Zn2+ and Co2+) were examined. UV-visible and electron paramagnetic resonance spectroscopy indicate that these phthalocyanine derivatives form cofacial dimers in pentane solution. Modeling suggests that the lowest energy configuration of the dimer is a self-complementary embrace in which the two phthalocyanine cores are staggered at an angle of 45° relative to each other. This configuration results in a remarkably intense and sharp absorption band (~635 nm; ε = ~4.0 × 105 M-1.cm-1) arising from excitonic coupling within the dimer, a unique property for self-assembled dimers but analogous to the behavior of certain μ-oxo-dimers of silicon phthalocyanine. Introduction of methyl substituents into the bridgehead positions of the triptycene subunits prevents dimer formation.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Uncontrolled Keywords: phthalocyanine; dimer; triptycene
Publisher: WorldSciNet
ISSN: 1088-4246
Last Modified: 13 Apr 2019 21:14
URI: http://orca.cf.ac.uk/id/eprint/47974

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