Synthesis of unsymmetrical porphyrin triad containing three different porphyrin subunits assembled by covalent and non-covalent interactions
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Title |
Synthesis of unsymmetrical porphyrin triad containing three different porphyrin subunits assembled by covalent and non-covalent interactions
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Creator |
PUNIDHA, S
RAI, S RAVIKANTH, M |
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Subject |
coupling reactions
building-blocks thiophene diols dimers arrays pathways adducts analogs unsymmetrical porphyrin dyad porphyrin triad energy transfer fluorescence quenching |
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Description |
Cis-21,23-dithiaporphyrin building block containing one iodophenyl and one pyridyl functional group at meso positions was synthesized by condensing unsymmetrical thiophene diol and symmetrical 16-thiatripyrrin under refluxing propionic acid conditions. The 21,23-dithiaporphyrin building block was coupled with mono-functionalized 21-thiaporphyrin building block containing meso-phenylethyne functional group under mild Pd(0) coupling conditions. The steady-state and time-resolved fluorescence studies support an efficient energy transfer in the singlet excited state from N(3)S porphyrin subunit to N(2)S(2) porphyrin subunit in the dyad. The N(3)S-N(2)S(2) porphyrin dyad was then treated with RuTPP(CO)(EtOH) in toluene at refluxing temperature and purified by column chromatography to afford a porphyrin triad containing N(3)S. N(2)S(2) and RuN(4) porphyrin subunits assembled using both covalent and non-covalent interactions. The photophysical properties showed the fluorescence quenching of N(3)S and N(2)S(2) porphyrin subunits in triad due to heavy ruthenium ion which was coordinated to meso-pyridyl 'N' of N(2)S(2) porphyrin subunit of porphyrin triad. Copyright (C) 2008 Society of Porphyrins & Phthalocyanines.
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Publisher |
WORLD SCI PUBL CO INC
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Date |
2011-09-01T23:43:30Z
2011-12-26T12:59:50Z 2011-12-27T05:52:50Z 2011-09-01T23:43:30Z 2011-12-26T12:59:50Z 2011-12-27T05:52:50Z 2008 |
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Type |
Article
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Identifier |
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 12(9), 1030-1040
1088-4246 http://dspace.library.iitb.ac.in/xmlui/handle/10054/12897 http://hdl.handle.net/10054/12897 |
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Language |
en
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