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meso-5-bromo-10,15,20-tiri(p-tolyl)-21-thiaporphyrin as a precursor for the synthesis of novel compounds

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Title meso-5-bromo-10,15,20-tiri(p-tolyl)-21-thiaporphyrin as a precursor for the synthesis of novel compounds
 
Creator PUNIDHA, S
AGARWAL, N
GUPTA, I
RAVIKANTH, M
 
Subject porphyrin arrays
construction
porphine
route
21-thiaporphyrin
building blocks
palladium(0) coupling
meso-meso-linked dyad
energy transfer
 
Description The synthesis of eight novel compounds with meso-5-bromo-10, 15,20-tri(p-tolyl)-21-thiaporphyrin as a key synthon under mild Pd-coupling conditions is reported. The title compound was prepared easily by treating the readily available 10,15,20-tri(p-tolyl)-21-thiaporphyrin with. N-bromosuccinimide at room temperature for 10 min. The use of the title compound was demonstrated by synthesizing 21-thiaporphyrin-based complex systems such as ethyne-bridged N3S-N3S dyad, phenylethyne-bridged N3S-N3O dyad, N3S-N2S2. dyad, meso-meso-linked ZnN4-N3S dyad and ZnN4-N3S-ZnN4 triad under mild Pd-mediated coupling conditions. The steady-state fluorescence studies indicated a possibility of an efficient energy transfer between the two porphyrin subunits in the dyads and triad. (C) Wiley-VCH Verlag GmbH & Co.
 
Publisher WILEY-V C H VERLAG GMBH
 
Date 2011-09-01T18:21:46Z
2011-12-26T12:59:45Z
2011-12-27T05:52:33Z
2011-09-01T18:21:46Z
2011-12-26T12:59:45Z
2011-12-27T05:52:33Z
2007
 
Type Article
 
Identifier EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (7), 1168-1175
1434-193X
http://dx.doi.org/10.1002/ejoc.200600867
http://dspace.library.iitb.ac.in/xmlui/handle/10054/12838
http://hdl.handle.net/10054/12838
 
Language en