A. Drews et al., NEW PORPHYRINOID TRIAZA[22]ANNULENES FROM 1,9-BIS(5-FORMYLPYRROL-2-YL)DIPYRRINS, DIAMINOMALEONITRILE AND O-PHENYLENEDIAMINE, Synthesis, (5), 1998, pp. 749-752
Four new 22 pi aromatic porphyrinoid triaza[22]annulenes 8a, 8b, 9a, a
nd 9b of the ''expanded texaphyrin'' type, 8a, 8b, and 9a with shielde
d inside protons and deshielded outside protons, were synthesized from
2,2'-bipyrroles 4 via 1,9-bis(pyrrol-2-yl)dipyrrins 5 and the dialdeh
ydes 6, resulting from Vilsmeier formylation of 5, by cyclization with
diaminomaleonitrile (7) and o-phenylenediamine (2).