Li Meng-Yao, Han Pengbo, Hu Tian-Jiao, Wei Dong, Zhang Ge, Qin Anjun, Feng Chen-Guo, Tang Ben Zhong, Lin Guo-Qiang
CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, China.
State Key Laboratory of Luminescent Materials and Devices, Key Laboratory of Luminescence from Molecular Aggregates of Guangdong Province, Center for Aggregation-Induced Emission, South China University of Technology, Guangzhou 510640, China.
iScience. 2020 Mar 27;23(3):100966. doi: 10.1016/j.isci.2020.100966. Epub 2020 Mar 7.
The Suzuki-Miyaura coupling is a fundamentally important transformation in modern organic synthesis. The development of new reaction modes for new chemical accessibility and higher synthetic efficiency is still the consistent pursuance in this field. An efficient Suzuki-Miyaura coupling enabled by a controllable 1,4-palladium migration was realized to afford stereodefined multisubstituted olefins and 1,3-dienes. The reaction exhibits remarkable broad substrate scope, excellent functional-group tolerance, versatile conversion with obtained products, and easy scalability. The practicality of this method is highlighted by the aggregation-induced emission feature of the produced olefins and 1,3-dienes, as well as the capability of affording geometric isomer pairs with a marked difference on photoluminescent quantum yield values.
铃木-宫浦偶联反应是现代有机合成中一项至关重要的转化反应。开发新的反应模式以实现新的化学可及性和更高的合成效率仍是该领域一直以来的追求。通过可控的1,4-钯迁移实现了高效的铃木-宫浦偶联反应，可得到立体定向的多取代烯烃和1,3-二烯。该反应具有显著的广泛底物范围、出色的官能团耐受性、产物的多样转化以及易于放大的特点。所生成的烯烃和1,3-二烯的聚集诱导发光特性以及能够提供光致发光量子产率值有显著差异的几何异构体对，突出了该方法的实用性。
