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Issue 15, 2003
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Synthesis and physical properties of biquinoxalinyl bridged bis-porphyrins: models for aspects of Photosynthetic Reaction Centres

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Abstract

The synthesis of biquinoxalinyl-bridged bis-porphyrin 4 and metallated derivatives 5–11 was achieved in high yields. UV-visible spectroscopy and electrochemical experiments indicated weak orbital coupling of the two quinoxalinyl units but minimal orbital coupling between the two porphyrins. The weak electronic communication is attributed to non-planarity, on average, of the molecule because of rotation about the inter-quinoxalinyl connection. This, combined with poor coupling across the fused junctions between the porphyrin and quinoxalinyl units, results in minimal inter-porphyrin communication. As a result, the biquinoxalinyl linkage is appropriate for inclusion in more elaborate synthetic compounds, such as the tris-porphyrin 1, that are designed to model the charge-separation apparatus of Photosynthetic Reaction Centres.

Graphical abstract: Synthesis and physical properties of biquinoxalinyl bridged bis-porphyrins: models for aspects of Photosynthetic Reaction Centres

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Article information


Submitted
17 Apr 2003
Accepted
17 Jun 2003
First published
07 Jul 2003

Org. Biomol. Chem., 2003,1, 2777-2787
Article type
Paper

Synthesis and physical properties of biquinoxalinyl bridged bis-porphyrins: models for aspects of Photosynthetic Reaction Centres

M. J. Crossley, P. J. Sintic, R. Walton and J. R. Reimers, Org. Biomol. Chem., 2003, 1, 2777
DOI: 10.1039/B304161A

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