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Reaction of diolchlorins—made from meso-tetraarylporphyrins by OsO 4 -mediated oxidation—with NaIO 4 on silica gel in the presence of a secondary amine or alcohol, followed by MnO 4− -induced oxidation, leads to the replacement of a pyrroline β-carbon with oxygen to form α-substituted oxazolochlorin aminals or acetals, respectively. This two-step, one-pot reaction is a...
The formal replacement of one of the pyrrole rings in [meso-tetraphenylporphyrinato]Ni(II) (5Ni) by an azete moiety is reported. Thus, reaction of known chlorophin monoaldehyde 7Ni (made in three steps from 5Ni) with methyl-Grignard, followed by an acid-catalyzed ring-closure reaction, generates the title compound [meso-tetraphenyl-2-methylazeteochlorinato]Ni(II) (10Ni) in a rational and scalable...
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