Cammidge, Andrew N. ORCID: https://orcid.org/0000-0001-7912-4310, Nekelson, Fabien, Hughes, David L., Zhao, Zhixin and Cook, Michael J.
(2010)
Stepwise syntheses of complex μ-oxo-linked heterochromophore arrays containing phthalocyanine, porphyrin and subphthalocyanine ligands.
Journal of Porphyrins and Phthalocyanines, 14 (12).
pp. 1001-1011.
ISSN 1088-4246
Abstract
The article reviews the exploitation of the serendipitous discovery that dihydroxysilicon 1,4,8,11,15,18,22,25-octakis(hexyl)phthalocyanine 1 reacts at one face only to form a µ-oxo linked bond to dichlorosilicon phthalocyanine. Reaction of 1 with dihydroxysilicon octaethylporphyrin led to an unstable µ-oxo linked Pc-O-Pn heteroligand dyad that could not be isolated. However, reaction with dihydroxygermanium octaethylporphyrin gave a stable dyad that showed substantial broad band absorption attributable to exciton effects. A small amount of the µ-oxo linked homo dyad formed by self-condensation of dihydroxygermanium octaethylporphyrin was detected by MALDI-TOF mass spectrometry but was not isolated. Reaction of 1 with chloroboron subphthalocyanine afforded the stable Pc-O-SubPc heterodyad as the main product and the SubPc-O-Pc-O-SubPc triad as a minor side product. Both gave absorption spectra that showed the main features of the ligands present, implying limited exciton coupling. A further reaction of 1 with axial-hydroxy, axial-methyl silicon phthalocyanine provided a key Pc-O-Pc' dyad that proved to be an ideal intermediate for developing a synthetic strategy to access a series of hetero-metalloid/hetero-ligand Pc-O-Pc'-O-Pn triads. X-ray structural data for examples of these arrays are discussed. A feature of the triad compounds is their very broad band absorption spectra that extends from the UV through the visible region to near IR wavelengths.
Item Type: | Article |
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Faculty \ School: | Faculty of Science > School of Chemistry |
UEA Research Groups: | Faculty of Science > Research Groups > Chemistry of Materials and Catalysis Faculty of Science > Research Groups > Synthetic Chemistry (former - to 2017) Faculty of Science > Research Groups > Chemistry of Light and Energy |
Depositing User: | Rachel Smith |
Date Deposited: | 22 Mar 2011 13:51 |
Last Modified: | 12 May 2023 09:30 |
URI: | https://ueaeprints.uea.ac.uk/id/eprint/26863 |
DOI: | 10.1142/S1088424610002926 |
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