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Tetraoxa[22]porphyrin(2.2.2.2) Dication and Tetraoxa[24]porphyrinogens(2.2.2.2)
Author(s) -
Märkl Gottfried,
Sauer Heinrich,
Kreitmeier Peter,
Burgemeister Thomas,
Kastner Fritz,
Adolin Georg,
Nöth Heinrich,
Polborn Kurt
Publication year - 1994
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199411511
Subject(s) - dication , porphyrin , antiaromaticity , chemistry , photochemistry , medicinal chemistry , crystallography , ion , aromaticity , molecule , organic chemistry
Very flexible and antiaromatic versus relatively rigid and aromatic —that is the difference between [24]porphyrinogen 1 and its oxidation product [22]porphyrin dication 2 . Although both compounds occur in the cis, trans, cis, trans configuration, the protons along the inner perimeter of 2 are shifted roughly 20.5 ppm upfield, and the outer protons are shifted approximately 8.4 ppm downfield relative to the corresponding protons in 1 .