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Furan‐Based Porphyrins: Tetraoxa[4 n +2]porphyrin Dications with 18π‐, 22π‐, or 26π‐Electron Systems
Author(s) -
Vogel Emanuel,
Jux Norbert,
Dörr Joachim,
Pelster Thomas,
Berg Thorsten,
Böhm HorstStefan,
Behrens Frank,
Lex Johann,
Bremm Dominik,
Hohlneicher Georg
Publication year - 2000
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(20000317)39:6<1101::aid-anie1101>3.0.co;2-f
Subject(s) - dication , porphyrin , extinction (optical mineralogy) , symmetry (geometry) , chemistry , furan , photochemistry , molecular symmetry , spectroscopy , electron , crystallography , molecule , physics , organic chemistry , quantum mechanics , mineralogy , geometry , mathematics
A reference example for the significance of molecular symmetry in UV/Vis spectroscopy is shown by the spectra of the three planar octaethyltetraoxa[4 n +2]porphyrin dications 1 – 3 ( n =4 – 6). Whereas the D 4h ‐symmetric 18π and 26π dications 1 and 3 (the symmetry refers to the ring framework) exhibit very sharp Soret bands with record values for the molar extinction coefficients ε , the 22π dication 2 , which only possesses C 2h symmetry, shows a split Soret band with greatly reduced molecular extinction.