Beilstein J. Org. Chem.2010,6, No. 30, doi:10.3762/bjoc.6.30
characterization of new compounds 2–6 were accomplished. As a common synthetic methodology, the Diels–Alder reaction was applied to 9,9′,10,10′-tetradehydrodianthracene (TDDA) (7) to furnish the [12]annulenes 2 and 3 [16]annulene 6 and adduct 5.
Keywords: [n]annulenes; Diels–Alder reaction; nanobelts
, two halogenated derivatives and one silver complex, which with reference to the definitions of Scott [1] and Tobe [18], belong to the class of bridged all-Z-[n]annulenes, which are a subclass of loop-like or single-stranded molecules [19]. All structures were characterized by crystal structure
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Graphical Abstract
Scheme 1:
Synthesis of 1 and 3. (a) Pyridazine, toluene, reflux, 20 h; (b) NaI, DMF, 65 °C, 15 h.