Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 14, Issue 20, Pages 6062-6068Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200800451
Keywords
anions; aromatic compounds; emission spectroscopy; reduction; UV/Vis spectroscopy
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Reduction of dibenzo[a,e]pentalene 3 (denoted as dibenzopentalene hereafter) with excess lithium gave dilithium dibenzopentalenide 1. Since oxidation of I with iodine gave 3, redox behavior between 1 and 3 is controllable and reversible. Reaction of 3 with methyllithium gave lithium 5-methyldibenzopehtalenide 5, the formation of which was evidenced by some trapping experiments and X-ray crystallographic analysis. Reactions of 3 with halogens gave 5,10-dihalodibenzopentalenes, 8 and 9. Some optical properties of novel dibenzopentalene derivatives are also demonstrated.
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