Hefei National Research Center for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu 730000, P. R. China.
Org Lett. 2022 Aug 5;24(30):5530-5534. doi: 10.1021/acs.orglett.2c01948. Epub 2022 Jul 21.
The electrosynthesis of decorated basket molecules, that is, [60]fullerene-fused 12-membered macrolactones, has been achieved efficiently for the first time by the electrochemical reduction of [60]fullerene-fused 6-membered lactones and subsequent ring expansion with 1,2-bis(1-bromoalkyl)benzenes. The observed isomeric distributions of the obtained macrolactones are elucidated by theoretical calculations. The product structures have been firmly established by single-crystal X-ray analyses.
首次通过电化学还原[60]富勒烯稠合的 6-元内酯,并随后与 1,2-双(1-溴烷基)苯进行环扩张,高效地实现了装饰篮状分子(即[60]富勒烯稠合的 12 元大环内酯)的电合成。通过理论计算阐明了所得到的大环内酯的观察到的异构体分布。通过单晶 X 射线分析牢固地确定了产物结构。