Towards hydrocarbon analogues of the porphyrins: synthesis and spectroscopic characterization of the first dicarbaporphyrin†
Abstract
Condensation of 3,4-diethylpyrrole with 1,3-diformylindane in the presence of catalytic HBr afforded, following oxidation with FeCl3, the first example of a dicarbaporphyrin in moderate yield; this novel bridged annulene system retains a strong diamagnetic ring current in 1H NMR spectroscopy as well as a porphyrin-like UV–VIS spectrum.