Miyamura Hiroyuki, Tobita Fumiya, Suzuki Aya, Kobayashi Shū
Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan.
Angew Chem Int Ed Engl. 2019 Jul 1;58(27):9220-9224. doi: 10.1002/anie.201904159. Epub 2019 May 24.
Pt-Au bimetallic nanoparticle catalysts immobilized on dimethyl polysilane (Pt-Au/(DMPSi-Al O )) have been developed for selective hydrogenation of quinones to hydroquinones. High reactivity, selectivity, and robustness of the catalysts were confirmed under continuous-flow conditions. Various direct derivatizations of quinones, such as methylation, acetylation, trifluoromethanesulfonylation, methacrylation, and benzoylation were successfully performed under sequential and continuous-flow conditions to afford the desired products in good to excellent yields. Especially, air-sensitive hydroquinones, such as anthrahydroquinones and naphthohydroquinones, could be successfully generated and derivatized under closed sequential and continuous-flow conditions without decomposition.
负载于聚二甲基硅烷上的铂-金双金属纳米颗粒催化剂（Pt-Au/(DMPSi-Al O )）已被开发用于将醌选择性氢化为对苯二酚。在连续流动条件下证实了该催化剂具有高反应活性、选择性和稳定性。在连续流动条件下，成功实现了醌的各种直接衍生化反应，如甲基化、乙酰化、三氟甲磺酰化、甲基丙烯酰化和苯甲酰化，以良好至优异的产率得到所需产物。特别是，对空气敏感的对苯二酚，如蒽氢醌和萘氢醌，能够在封闭的连续流动条件下成功生成并衍生化而不分解。
