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Octaethyltetraselenaporphyrin Dication
Author(s) -
Vogel Emanuel,
Fröde Christoph,
Breihan Andreas,
Schmickler Hans,
Lex Johann
Publication year - 1997
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.199726091
Subject(s) - dication , umpolung , planarity testing , aromaticity , chemistry , ring (chemistry) , crystallography , selenium , stereochemistry , computational chemistry , ion , organic chemistry , molecule , nucleophile , catalysis
The electronic “umpolung” of the title compound 1 to the dianion 2 is achieved by the uptake of four electrons from potassium in THF. Although the ring skeleton of the 18π 1 deviates significantly from planarity because of the streric requirements of the four selenium atoms, the new macrocycle fulfils the NMR criteria for aromaticity.