The oxidized octaethyltetraphenylporphyrin (1, OETPP) and the corresponding newly prepared octaisobutyltetraphenylporphyrin (3, OisoBuTPP) could be isolated from the reaction of OETPPLi2 (or OisoBuTPPLi2) with SOCl2. The X-ray analysis and the characteristic UV-vis spectra of 1 and 3 revealed that these are the first examples of 16 pi nonaromatic porphyrins.
Apicophilicity is the relative preference of substituents to occupy the apical positions as opposed to the equatorial positions in trigonal bipyramidal (TBP) structures and is one of the fundamental properties of pentacoordinate compounds.
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