Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University, Tsushima, Okayama 700-8530, Japan.
Org Lett. 2023 Jun 2;25(21):3932-3935. doi: 10.1021/acs.orglett.3c01304. Epub 2023 May 24.
Oxidation of dihydroxyhetero[7]helicenes gave dihetero[8]circulenes via the concomitant C-C coupling and dehydrative furan formation. The pristine dihetero[8]circulenes were synthesized in four steps and characterized for the first time. X-ray crystal structures and DFT-optimized structures revealed the distorted saddle-like structures, and the degree of the distortion was found to be correlated with the photophysical properties.
二羟基杂[7]薁的氧化反应通过同时发生的 C-C 键偶联和脱水呋喃形成反应生成了杂[8]轮烯。原始的杂[8]轮烯通过四步合成,并首次进行了表征。X 射线晶体结构和 DFT 优化结构揭示了扭曲的鞍形结构,并且发现该扭曲程度与光物理性质相关。