Synthesis of Cyclopenta-HBCs and their Regioselective Chlorination During Oxidative Cyclodehydrogenation.
作者信息
Hall Thomas B J, Hoggard Bryce R, Larsen Christopher B, Lucas Nigel T
机构信息
MacDiarmid Institute for Advanced Materials and Nanotechnology, Department of Chemistry, University of Otago, Dunedin, 9016, New Zealand.
出版信息
Chem Asian J. 2019 Apr 15;14(8):1106-1110. doi: 10.1002/asia.201801812. Epub 2019 Feb 14.
PMID:30762944
Abstract
Hexa-peri-hexabenzocoronenes with a bay-fused five-membered ring are synthesized from fluorenyl precursors. The key oxidative cyclodehydrogenation step is accompanied by regioselective chlorination that is enhanced by methylation at the cyclopenta-ring or increased reaction concentration. The CpHBC products undergo mild electrophilic aromatic bromination, without catalyst, to afford adducts suitable for π-extension by cross-coupling.
摘要
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