Sato Chihiro, Suzuki Shuichi, Kozaki Masatoshi, Okada Keiji
Graduate School of Science, Osaka City University , 3-3-138 Sugimoto, Sumiyoshi-ku, Osaka 558-8585, Japan.
Org Lett. 2016 Mar 4;18(5):1052-5. doi: 10.1021/acs.orglett.6b00171. Epub 2016 Feb 24.
A stable o-quinodimethane (oQDM) derivative, 2,11-dibromo-13,14-dimesityl-5,8-dioxapentaphene (3) was synthesized, and its structure and properties were investigated. The X-ray structural analysis showed a significantly twisted π-framework and a clear bond-length alternation in the central oQDM skeleton. Owing to the quinoidal conjugation, 3 exhibited a broad absorption band in the visible region (up to 700 nm) and amphoteric redox behavior. Furthermore, radical cation 3(•+) was isolated, and its electronic structure was elucidated by spectroscopic measurements.
合成了一种稳定的邻醌二甲烷（oQDM）衍生物2,11-二溴-13,14-二（均三甲苯基）-5,8-二氧杂戊搭烯（3），并对其结构和性质进行了研究。X射线结构分析表明，在中心oQDM骨架中存在明显扭曲的π-骨架和清晰的键长交替。由于醌型共轭，3在可见光区域（高达700 nm）表现出宽吸收带和两性氧化还原行为。此外，分离出了自由基阳离子3(•+)，并通过光谱测量阐明了其电子结构。
