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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
 
Creator PUNIDHA, S
RAI, S
RAVIKANTH, M
 
Subject coupling reactions
building-blocks
thiophene diols
dimers
arrays
pathways
adducts
analogs
unsymmetrical porphyrin dyad
porphyrin triad
energy transfer
fluorescence quenching
 
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.
 
Publisher WORLD SCI PUBL CO INC
 
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
 
Type Article
 
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
 
Language en