AI Article Synopsis

  • Iron complexes of the porphyrin H2ClFTPP allow for the study of atropisomerism, where different arrangements of similar groups can exist.
  • The oxidation state of the iron (either iron(iii) or iron(ii)) influences the types of atropisomers formed, with iron(iii) favoring a single type while iron(ii) shows a mix of all types.
  • Research on the iron(ii) porphyrinate indicates that this mix of atropisomers is stable even at higher temperatures, and the findings are compared to other similar porphyrin systems.

Article Abstract

Iron complexes of the meso-(tetraaryl)porphyrin, 5,10,15,20-tetrakis(2-chloro-6-fluorophenyl)porphine (H2ClFTPP) are reported. This unique ligand affords the opportunity to study atropisomerism in a porphyrin system containing similar substituents in the 2 and 6 positions of the meso-aryl rings. The atropisomerism displayed by the iron porphyrinates is observed to be a function of both the oxidation state of the metal and the nature of the axial ligand. In the case of iron(iii) porphyrinates, a single atropisomer is favored, whereas with the iron(ii) porphyrinate a statistical distribution of all possible atropisomers is observed. Variable temperature studies with the iron(ii) porphyrinate demonstrate that the distribution of atropisomers is maintained even at elevated temperatures. The results are discussed in the context of atropisomerism with other meso-(tetraaryl)porphyrins.

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http://dx.doi.org/10.1039/c5dt01122aDOI Listing

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