The Article related to porphyrin dimer preparation conformation, Biomolecules and Their Synthetic Analogs: Corrinoids, Porphyrins, and Bilines and other aspects.Electric Literature of 636-73-7
On June 3, 1992, Karaman, Rafik; Blasko, Andrei; Almarsson, Orn; Arasasingham, Ramesh; Bruice, Thomas C. published an article.Electric Literature of 636-73-7 The title of the article was Symmetrical and unsymmetrical quadruply aza-bridged, closely interspaced, cofacial bis(5,10,15,20-tetraphenylporphyrin)s. 2. Synthesis, characterization, and conformational effects of solvents. And the article contained the following:
Title compounds I [X = NR, R = 3-pyridylsulfonyl (R1), 1-methylpyridinium-3-sulfonyl (R2), CONH2, cyano, tosyl; X = OCO2, R = R1, cyano] have been synthesized and fully characterized by 2-dimensional 1H-1H NMR (COSY), 2-dimensional 13C-1H NMR, fast-atom-bombardment mass spectrometry, UV/vis, IR, and fluorescence spectral techniques. It was established, on the basis of 1H NMR, UV/vis, and emission spectrophotometries, that I (X = NR, R = R1, R2, tosyl) exist in more than one conformational in DMSO and in only one sym. conformation in CHCl3. Their biszinc complexes and tetraprotonated derivatives exist in one conformation regardless of the solvent. These observations have been attributed to an interaction between DMSO and the pyrrolic N-H protons of the porphyrin cores which is inhibited by metalation or protonation. Mol. dynamics calculations reveal that the intracavity interactions of I (X = NR, R = R1) with DMSO are more important than the intercavity interactions which result in discrete, unsym. conformations of the dimer. In contrast, I (X = OCO2, R = R1, cyano; X = NR, R = cyano, CONH2) do not show any conformational changes upon switching from CHCl3 to DMSO. This is attributed to the long interplanar distances calculated for the porphyrin dimers which prevent intracavity coordination of DMSO with both porphyrin moieties. 1H NMR variable-temperature experiments of I (X = NR, R = R1) in DMSO show that the conformation of the dimer is greatly affected by temperature While at room temperature I (X = NR, R = R1) exists in more than one conformation, at higher temperatures (150°) only one conformation is populated. It is proposed that at room temperature, the existence of a H-bonding network between DMSO and the dimer results in more than one conformation, while at higher temperatures the network is destroyed to furnish an average conformation. The experimental process involved the reaction of Pyridine-3-sulfonic acid(cas: 636-73-7).Electric Literature of 636-73-7
The Article related to porphyrin dimer preparation conformation, Biomolecules and Their Synthetic Analogs: Corrinoids, Porphyrins, and Bilines and other aspects.Electric Literature of 636-73-7
Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem