A catalyst-in-bag system facilitates the recovery and recycling of chiral dirhodium carboxylate catalysts used for enantioselective, intermolecular cyclopropanation. The catalyst-in-bag system incorporates a soluble enantioselective dirhodium complex catalyst within a reusable, commercial dialysis membrane. Dirhodium catalysts of different sizes are examined, and two catalysts with molecular weights above 2400 Da are well-retained by the membrane. The catalyst Rh₂(S-TPPTTL)₄ [TPPTTL = (1,3-dioxo-4,5,6,7-tetraphenylisoindolin-2-yl)-3,3-dimethylbutanoate] is explored in enantioselective cyclopropanation reactions under a variety of conditions. The Rh₂(S-TPPTTL)₄ catalyst, when contained in the catalyst-in-bag system, provides high yields and enantioselectivities, akin to the homogeneous catalyst in solution, with negligible rhodium permeation out of the bag over five catalytic cycles. The catalyst-in-bag approach facilitates recovery of the expensive rhodium metal and ligand, with only ppm level Rh detected in the reaction products. The flexible and expandable catalyst-in-bag system can be accommodated in vessels of different shapes and dimensions.

中文翻译：

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通过袋中催化剂系统在不对称环丙烷化中轻松回收和再循环可溶性二铑催化剂


袋中催化剂系统有助于回收和再循环用于对映选择性分子间环丙烷化的手性羧酸二铵催化剂。袋中催化剂系统在可重复使用的商用透析膜中加入了可溶性对映选择性二铕复合物催化剂。检查了不同大小的二铑催化剂，两种分子量在 2400 Da 以上的催化剂被膜很好地保留。催化剂 Rh₂（S-TPPTTL）₄ [TPPTTL = （1,3-二氧代-4,5,6,7-四苯基异吲哚啉-2-基）-3,3-二甲基丁酸酯] 在各种条件下的对映选择性环丙烷化反应中进行了探索。Rh₂（S-TPPTTL）₄ 催化剂包含在袋中催化剂系统中时，可提供高产率和对映选择性，类似于溶液中的均相催化剂，在五个催化循环中，袋外的铑渗透可以忽略不计。袋中催化剂方法有助于回收昂贵的铑金属和配体，在反应产物中仅检测到 ppm 级的 Rh。灵活且可扩展的袋中催化剂系统可以容纳在不同形状和尺寸的容器中。