期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 13, 期 13, 页码 3813-3821出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200601512
关键词
alkynes; annulenes; cross-conjugation; enediynes; macrocycles
A synthesis of cross-conjugated bis-dehydroarmulenes with different topologies of the pi electrons by Cu-II-mediated oxidative coupling of the corresponding terminal acetylenic precursors is reported. In general, of the two possible modes of cyclization, which would yield either a [13]annulene or an [18]annulene, the precursors yielded exclusively the bis-dehydro[13]annulenes. However, one example of the formation of a bis-dehydro[18]annulene is also reported. The mode of cyclization to form either the [13]annulene or the [18]annulene is explained on the basis of the conformational preference of the core unit bearing the Y-enediyne moieties. The structures of the two types of bis-annulenes have been unequivocally established by means of single-crystal X-ray crystallographic analysis.
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