通过铱催化的直接硼化反应合成含氧取代的六并六苯并蒄。
Synthesis of oxygen-substituted hexa-peri-hexabenzocoronenes through Ir-catalyzed direct borylation.
机构信息
Department of Applied Chemistry, Graduate School of Engineering, Nagoya University , Chikusa-ku, Nagoya 464-8603, Japan.
出版信息
Org Lett. 2012 May 18;14(10):2472-5. doi: 10.1021/ol300743f. Epub 2012 May 2.
PMID:22551359
Abstract
Direct C-H borylation of hexa-peri-hexabenzocoronenes (HBCs) has been achieved under iridium catalysis, which allows efficient synthesis of hydroxy-substituted HBCs by oxidation of the boryl groups. Further oxidation of dihydroxy HBC with phenyliodine bis(trifluoroacetate) (PIFA) afforded tetraoxo-substituted HBC without any regioisomers, which can be considered as a π-extended quinone.
摘要
在铱催化下实现了六并苯（HBCs）的直接 C-H 硼化反应，通过氧化硼基团可以高效合成羟基取代的 HBCs。用苯碘酰双（三氟乙酸酯）（PIFA）进一步氧化二羟基 HBC 得到了四氧化取代的 HBC，没有任何区域异构体，可被视为π-扩展的醌。
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