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Synthesis and Studies of Covalently Linked Porphyrin-Expanded Heteroporphyrin Dyads

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Title Synthesis and Studies of Covalently Linked Porphyrin-Expanded Heteroporphyrin Dyads
 
Creator RAO, MR
RAVIKANTH, M
 
Subject MODIFIED 22-PI SMARAGDYRINS
CORE-MODIFIED HEXAPHYRINS
MESO-ARYL SUBSTITUENTS
ANION-BINDING AGENTS
ONE-POT SYNTHESIS
STRUCTURAL-CHARACTERIZATION
GADOLINIUM(III) TEXAPHYRIN
ELECTROCHEMICAL PROPERTIES
BUILDING-BLOCKS
ENERGY-TRANSFER
Porphyrinoids
Anions
Sensors
Energy transfer
Fluorescence
 
Description Mono-functionalized core-modified sapphyrin (with a N(2)S(3) core) and smaragdyrin (with a N(4)O core) containing a meso-iodophenyl functional group were synthesized by following a [3+2] condensation approach using appropriate precursors. The mono-functionalized sapphyrin and smaragdyrin building blocks were used to synthesize the first examples of diphenyl ethyne bridged porphyrin-sapphyrin and porphyrin/Zn(II)porphyrin-smaragdyrin dyads under mild Pd(0)-coupling conditions. The dyads are freely soluble in common organic solvents and were characterized by various spectroscopic techniques. Photophysical studies indicated the possibility of energy transfer from the porphyrin/Zn(II) porphyrin sub-unit to the smaragdyrin sub-unit in porphyrin/ Zn(II)porphyrin-smaragdyrin dyads. The potential of these dyads as fluorescent sensors for anions was explored. The studies indicated that the porphyrin-sapphyrin dyad cannot be used as fluorescent sensors, whereas the porphyrin-smaragdyrin dyad was suitable.
 
Publisher WILEY-BLACKWELL
 
Date 2012-06-26T04:49:28Z
2012-06-26T04:49:28Z
2011
 
Type Article
 
Identifier EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,(7)1335-1345
1434-193X
http://dx.doi.org/10.1002/ejoc.201001482
http://dspace.library.iitb.ac.in/jspui/handle/100/13904
 
Language English