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期刊论文
Controlling conformations and physical properties of meso-tetrakis (phenylethynyl) porphyrins by ring fusion: synthesis, properties and structural characterizations
Org. Biomol. Chem., 2004, 2, 3442-3447,-0001,():
The boron trifluoride-catalyzed Rothemund condensations of phenylpropargylaldehyde with 4,7-dihydro-4,7-ethano-2H-isoindole or 3,4-diethylpyrrole in dichloromethane at low temperature give 5,10,15,20-tetrakis (phenylethynyl) porphyrins bearing bicyclo[2.2.2]octadiene and octaethyl substituents, respectively. The former undergoes a retro Diels-Alder reaction to afford 5,10,15,20-akis (phenylethynyl) benzoporphyrin quantitatively. The different conformations of the porphyrin periphery were determined by X-ray diffraction and their redox and spectroscopic properties have been investigated.
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