Synthesis of a Fourfold Enlarged Porphyrin with an Extremely Large, Diamagnetic Ring‐Current Effect | Zendy

Gosmann Martin | Zendy; Franck Burchard | Zendy

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Synthesis of a Fourfold Enlarged Porphyrin with an Extremely Large, Diamagnetic Ring‐Current Effect

Author(s) -

Gosmann Martin,

Franck Burchard

Publication year - 1986

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.198611001

Subject(s) - porphyrin , annulene , diamagnetism , ring (chemistry) , molecule , chemistry , ring current , crystallography , stereochemistry , photochemistry , physics , organic chemistry , magnetic field , quantum mechanics , earth's magnetic field

The [26]porphyrin 1·2 CF 3 COO ⊖ exhibits remarkable properties. It is formed formally by insertion of four vinyl units into the porphyrin ring. The difference between the δ values of the inner and outer protons of 1 ·2CF 3 COO ⊖ is extremely large (25.3 ppm)! For comparison, the value for [18]annulenes is 12.1 Noteworthy is also the extremely large ε value of over 900 000 as well as the biomimetic synthesis of the molecule from a monopyrrole.

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