A mesoporous silica-based ruthenium/diamine-functionalized heterogeneous catalyst is prepared through the co-condensation of chiral 4-((trimethoxysilyl)ethyl)phenylsulfonyl-1,2-diphenylethylene-diamine and tetraethoxysilane, followed by complexation with a ruthenium/diamine complex. Its solid-state carbon cross-polarization/magic angle spinning NMR spectrum demonstrates well-defined single-site ruthenium/diamine species, whereas the scanning and transmission electron microscopy images confirm the highly distributed ruthenium active centers on uniformly mesostructured nanoparticles. This heterogenous catalyst displays high catalytic and enantioselective performance in the nucleophilic substitution-asymmetric transfer hydrogenation one-pot enantioselective tandem reactions of α-bromoketones and sodium sulfonates, resulting in various chiral β-hydroxy sulfones with up to 99% enantioselectivity. Furthermore, the recycled heterogeneous catalyst can be reused repeatedly for at least six times, providing a practical approach for the one-pot preparation of chiral β-hydroxy sulfones in an environmentally friendly medium.

中文翻译：

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通过异质钌/二胺促进的亲核取代-不对称转移氢化串联法一锅合成光学纯的β-羟基砜

介孔二氧化硅基钌/二胺官能化多相催化剂是通过手性4-（（三甲氧基甲硅烷基）乙基）苯基磺酰基-1，2-二苯基乙二胺与四乙氧基硅烷的共缩合反应，然后与钌/二胺配合物络合制备的。 。它的固态碳交叉极化/魔角旋转NMR光谱显示出明确定义的单中心钌/二胺物种，而扫描电子显微镜和透射电子显微镜图像证实了均匀介孔结构的纳米颗粒上钌的活性中心高度分布。这种多相催化剂在α-溴代酮和磺酸钠的亲核取代-不对称转移氢化一锅对映选择性串联反应中显示出高催化和对映选择性性能，产生各种手性β-羟基砜，对映选择性高达99％。此外，再循环的非均相催化剂可以重复使用至少六次，为在环境友好的介质中一锅法制备手性β-羟基砜提供了一种实用的方法。