研究目的
Investigating the selective formation of helical tetrapyrrin-fused porphyrins through the oxidation of b-to-b linked meso-aminoporphyrin dimers and their properties.
研究成果
The oxidation of b-to-b linked meso-amino porphyrin dimers with PbO2 resulted in the clean cleavage of the meso–a bond in one porphyrin macrocycle, affording p-extended NiII-porphyrins fused with a helical tetrapyrrolic segment. These compounds displayed intense NIR absorption bands and reversible redox processes, and were successfully separated into stable enantiomers showing mirror image CD spectra.
研究不足
The reaction mechanism is unclear, and the study focuses on NiII-porphyrin complexes due to their high chemical stabilities and diamagnetic properties.
1：Experimental Design and Method Selection:
Oxidation of b-to-b directly linked and sulfur-bridged meso-amino NiII-porphyrin dimers with PbO
2：Sample Selection and Data Sources:
b-to-b linked meso-aminoporphyrin dimers 12 and
3：List of Experimental Equipment and Materials:
PbO2, CH2Cl2, NaBH4, Pd/C, AgNO2, I
4：Experimental Procedures and Operational Workflow:
Treatment of b-b directly linked porphyrin dimer with AgNO2 and I2 to provide meso-nitroporphyrin dimer, reduction to aminoporphyrin dimer with NaBH4 and Pd/C, oxidation with PbO
5：Data Analysis Methods:
High-resolution mass spectrum, 1H NMR spectrum, X-ray crystallographic analysis, UV/vis/NIR absorption spectra, cyclic voltammetry, density functional theory (DFT) calculations.
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