Department of Chemistry, Queen's University, Kingston, Ontario K7L 3N6, Canada.
Department of Chemistry, Graduate School of Science, and Integrated Research Consortium on Chemical Sciences (IRCCS), Nagoya University, Furo, Chikusa, Nagoya 464-8602, Japan.
Org Lett. 2020 Apr 17;22(8):3258-3262. doi: 10.1021/acs.orglett.0c01042. Epub 2020 Apr 6.
Dimesitylboron-functionalized stilbene derivatives have been found to undergo an unusual regioselective photoisomerization upon irradiation at 365 nm. Using NMR to follow the photoreaction, the structures of key reaction intermediates and the final products were established. This photoisomerization occurs in four steps: isomerization, Diels-Alder reaction, di-π-methane rearrangement, and ring opening with [1,3]-H migration. This results in the formation of a rare structure with three fused five-membered rings and a six-membered one.
二芳基硼功能化的二苯乙烯衍生物在 365nm 光照下会发生非寻常的区域选择性光异构化。通过 NMR 跟踪光反应，确定了关键反应中间体和最终产物的结构。该光异构化分四步进行：异构化、Diels-Alder 反应、二-π-甲烷重排和开环以及[1,3]-H 迁移。这导致形成了一种罕见的具有三个稠合的五元环和一个六元环的结构。
