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Phosphorus Complexes of meso-Triaryl-25-oxamaragdyrins

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Title Phosphorus Complexes of meso-Triaryl-25-oxamaragdyrins
 
Creator KALITA, H
LEE, WZ
RAVIKANTH, M
 
Subject ELECTROCHEMICAL PROPERTIES
EXPANDED PORPHYRIN
SMARAGDYRINS
ANION
 
Description The aromatic PO2 complexes of meso-triaryl-25-oxasmaragdyrins were synthesized by treating the free base 25-oxasmaragdyrins with POCl3 in toluene/triethylamine at refluxing temperature. The complexes are stable and characterized by X-ray and different spectroscopic techniques. In these complexes, the phosphorus(V) ion was bound to two pyrrolic nitrogen atoms of the smaragdyrin macrocycle and two oxygen atoms in tetrahedral geometry. The X-ray structure revealed that the smaragdyrin macrocycle showed significant distortion upon insertion of a PO2 unit, and the phosphorus atom lies 1.339 A above the mean plane defined by three meso-carbon atoms of the macrocycle. These complexes absorb strongly in the visible region and are 2.5 times more strongly fluorescent than free base 25-oxasmaragdyrins. The smaragdyrin macrocycle becomes electron-deficient upon complexation with a PO2 unit because these complexes are easier to reduce but difficult to oxidize compared to free base smaragdyrins. We designed and synthesized a covalently linked BODIPY-PO2-smaragdyrin dyad and demonstrated efficient energy transfer from the BODIPY unit to the PO2-smaragdyrin unit.
 
Publisher AMER CHEMICAL SOC
 
Date 2014-12-28T12:34:26Z
2014-12-28T12:34:26Z
2014
 
Type Article
 
Identifier INORGANIC CHEMISTRY, 53(17)9431-9438
0020-1669
1520-510X
http://dx.doi.org/10.1021/ic501629n
http://dspace.library.iitb.ac.in/jspui/handle/100/16546
 
Language English