Caixia Jia, Lili Wang*, Yan-Na Ma* and Zheng Duan*,
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引用次数: 0
摘要
无过渡金属、碱介导的邻碳硼烷分子内c -芳基化为芳烃融合邻碳硼烷提供了方便的途径。以1-(8- br -1-萘基)-邻碳硼烷为原料,在碱性条件下合成了新型的氟蒽类似物-邻碳硼烷2。该方法也适用于二芳基熔合邻碳硼烷的合成。与nBu4NF进行共振后,得到了相应的芳烃熔接的nido-碳硼烷。与荧光蒽相比,5的荧光量子效率有显著提高(ΦPL: 0.79 vs 0.2)。此外,对这些新化合物中邻碳硼烷环系的芳香性进行了研究,发现与相应的荧光蒽环相比,邻碳硼烷环系的芳香性得到了增强。
Synthesis and Electronic Properties of Arene-Fused o-Carborane
A transition-metal-free, base-mediated intramolecular C-arylation of o-carborane provides facile access to arene-fused o-carboranes. The new naphthyl-fused o-carborane 2, as a fluoranthene analogue, was obtained with the reaction of 1-(8-Br-1-naphthyl)-o-carborane under basic conditions. This method is also applicable to the synthesis of biaryl-fused o-carboranes. The corresponding arene-fused nido-carborane was further obtained after deboronation with nBu4NF. The fluorescence quantum efficiency of 5 has shown significant improvement compared to fluoranthene (ΦPL: 0.79 vs 0.2). In addition, the aromaticity of the o-carborane-annulated ring systems in these new compounds was studied and found to be enhanced compared to the corresponding rings of fluoranthene.
期刊介绍:
Organometallics is the flagship journal of organometallic chemistry and records progress in one of the most active fields of science, bridging organic and inorganic chemistry. The journal publishes Articles, Communications, Reviews, and Tutorials (instructional overviews) that depict research on the synthesis, structure, bonding, chemical reactivity, and reaction mechanisms for a variety of applications, including catalyst design and catalytic processes; main-group, transition-metal, and lanthanide and actinide metal chemistry; synthetic aspects of polymer science and materials science; and bioorganometallic chemistry.