The bridged bis(triethoxysilane) possessing the bis-cinchonine-phthalazine bridging organic unit was synthesized and then subjected to the sol–gel process leading to two hybrid organosilica materials. Both solid materials were characterized by ¹³C and ²⁹Si CP/MAS NMR, FTIR, SEM, TEM, TGA and gas sorption analyses, and were successfully used as heterogenized ligands in catalysis of enantioselective Sharpless alkene dihydroxylation. The nanostructured material exhibited higher enantioselectivities than the bulk material. For some alkene substrates, the observed enantioselectivities were comparable to the results of homogeneous catalysis. Materials recycling experiments revealed that the nanostructured material can be used at least five times without loss of enantioselectivity.

合成具有双辛可宁-酞嗪桥连有机单元的桥连双（三乙氧基硅烷），然后进行溶胶-凝胶工艺，得到两种杂化有机二氧化硅材料。两种固体材料均通过¹³ C 和²⁹ Si CP/MAS NMR、FTIR、SEM、TEM、TGA 和气体吸附进行表征分析，并成功地用作催化对映选择性 Sharpless 烯烃二羟基化的异质化配体。纳米结构材料表现出比块体材料更高的对映选择性。对于某些烯烃底物，观察到的对映选择性与均相催化的结果相当。材料回收实验表明，纳米结构材料可以使用至少五次而不会损失对映选择性。