The preparation and the full characterization, including the X-ray structure determination, of a polar trans-dipyridylporphyrin functionalized with two short polyoxyethylene chains is reported. Reaction of the porphyrin with a Re(I) complex yielded a 4+4 metallacycle showing an improved solubility and a lower tendency to aggregate with respect to analogous porphyrin cyclic derivatives. These properties allowed a full NMR characterization of the metallacycle including VT1H DOSY-NMR experiments and, for the first time, the recording of a13C-NMR spectrum giving further insight into the structural definition of these type of metallacycles. Spray deposition of the metallacycle on a heated mica substrate shows the formation of regular ring-like nano-structures which are not formed by the parent porphyrin.
Synthesis and characterization of a hydrophilic conjugated 4+4 Re(I)-porphyrin metallacycle
Dordevic L.;
2016
Abstract
The preparation and the full characterization, including the X-ray structure determination, of a polar trans-dipyridylporphyrin functionalized with two short polyoxyethylene chains is reported. Reaction of the porphyrin with a Re(I) complex yielded a 4+4 metallacycle showing an improved solubility and a lower tendency to aggregate with respect to analogous porphyrin cyclic derivatives. These properties allowed a full NMR characterization of the metallacycle including VT1H DOSY-NMR experiments and, for the first time, the recording of a13C-NMR spectrum giving further insight into the structural definition of these type of metallacycles. Spray deposition of the metallacycle on a heated mica substrate shows the formation of regular ring-like nano-structures which are not formed by the parent porphyrin.
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