A novel immobilized chiral dirhodium catalyst, Rh₂(S-PTTL)₃(S-PTTL-linker)∼SBA-15 (8), has been prepared via click reaction of azide-groups on functionalized SBA-15 with the dirhodium complex Rh₂(S-PTTL)₃(S-PTTL-alkyne) (6) containing an alkyne moiety. During the synthesis of this complex, one chiral ligand of the parent Rh₂(S-PTTL)₄ catalyst is exchanged with an analogous chiral ligand system containing an alkyne moiety, which to a great extent maintains the intrinsic catalytic performance of the catalyst. The heterogeneous dirhodium catalyst is characterized by FT-IR and ¹³C solid-state NMR to validate the successful immobilization. The catalytic performance of the heterogeneous catalyst 8 is investigated in the asymmetric cyclopropanation of 3-diazooxindole with different aryl alkenes that form spiro-cyclopropyloxindoles which serve as precursors for pharmaceuticals. The resulting heterogeneous catalyst shows high catalytic activity and significant enantioselectivity. Importantly, it can be readily recovered and reused at least four times without significant loss of its catalytic performance.

通过功能化的 SBA-15 上的叠氮化物基团与铑配合物 Rh 的点击反应制备了一种新型固定化手性二铑催化剂 Rh ₂ ( S -PTTL) ₃ ( S -PTTL-linker)∼SBA-15 ( 8 ) ₂ ( S -PTTL) ₃ ( S -PTTL-炔烃) ( 6 ) 包含炔烃部分。在该复合物的合成过程中，母体 Rh ₂ ( S -PTTL) _{4 的}一个手性配体催化剂与含有炔部分的类似手性配体系统交换，这在很大程度上保持了催化剂的固有催化性能。多相二铑催化剂通过 FT-IR 和¹³ C 固态 NMR 进行表征，以验证成功的固定化。研究了多相催化剂8在 3-重氮吲哚与形成螺的不同芳基烯烃的不对称环丙烷化反应中的催化性能-用作药物前体的环丙基羟吲哚。所得多相催化剂显示出高催化活性和显着的对映选择性。重要的是，它可以很容易地回收和重复使用至少四次，而不会显着降低其催化性能。