Record Details

Synthesis of functionalized core-modified sapphyrins and covalently linked porphyrin-sapphyrin dyads

DSpace at IIT Bombay

View Archive Info
 
 
Field Value
 
Title Synthesis of functionalized core-modified sapphyrins and covalently linked porphyrin-sapphyrin dyads
 
Creator MALAKALAPALLI, RR
MANGALAMPALLI, R
 
Subject Core-modified porphyrins
Thiasapphyrin building blocks
Anion sensor
NONLINEAR-OPTICAL PROPERTIES
MODIFIED EXPANDED PORPHYRINS
MESO-ARYL SAPPHYRINS
ANION-BINDING
ENERGY-TRANSFER
AROMATICITY
HETEROATOMS
PENTAPHYRIN
COMPLEXES
DYNAMICS
 
Description We adopted simple synthetic strategy to synthesize mono-functionalized thiasapphyrins containing functionalized aryl group in the meso-position at thiophene side. The thiasapphyrin building block containing iodophenyl functional group was coupled with three different porphyrin building blocks with N-4. N3S and N2S2 cores containing meso-ethynylphenyl functional group under mild Pd(0) coupling conditions to synthesize three covalently linked diphenyl ethyne bridged porphyrin-thiasapphyrin dyads. The porphyrin thiasapphyrin dyads were characterized by mass, NMR, absorption, electrochemical and fluorescence techniques. The NMR, absorption and electrochemical studies indicated that the two components in dyads interact weakly and retain their individual identities. The steady state fluorescence studies indicated that the porphyrin fluorescence is reduced to a significant extent because of energy and/or electron transfer to the thiasapphyrin unit. The protonation studies indicated that N-4 porphyrin unit is more basic, whereas N3S and N2S2 porphyrin units are less basic compared to thiasapphyrin unit in respective dyads. We explored the potential of dyads as fluorescent anion sensors and showed that two out of three dyads can be used as fluorescent anion sensors. (C) 2011 Elsevier Ltd. All rights reserved.
 
Publisher PERGAMON-ELSEVIER SCIENCE LTD
 
Date 2014-10-15T16:58:14Z
2014-10-15T16:58:14Z
2012
 
Type Article
 
Identifier TETRAHEDRON, 68(4)1306-1314
http://dx.doi.org/10.1016/j.tet.2011.11.030
http://dspace.library.iitb.ac.in/jspui/handle/100/15269
 
Language en