Otte Matthias, Kuijpers Petrus F, Troeppner Oliver, Ivanović-Burmazović Ivana, Reek Joost N H, de Bruin Bas
Homogeneous and Supramolecular Catalysis Group, Van't Hoff Institute for Molecular Science (HIMS), University of Amsterdam (UvA), Science Park 904, 1098 XH Amsterdam (The Netherlands).
Chemistry. 2014 Apr 22;20(17):4880-4. doi: 10.1002/chem.201400055. Epub 2014 Mar 24.
A cobalt-porphyrin catalyst encapsulated in a cubic M8 L6 cage allows cyclopropanation reactions in aqueous media. The caged-catalyst shows enhanced activities in acetone/water as compared to pure acetone. Interestingly, the M8 L6 encapsulated catalyst reveals size-selectivity. Smaller substrates more easily penetrate through the pores of the "molecular ship-in-a-bottle catalysts" and are hence converted faster than bigger substrates. In addition, N-tosylhydrazone sodium salts are easy to handle reagents for cyclopropanation reactions under these conditions.
封装在立方 M8 L6 笼中的钴卟啉催化剂可在水介质中实现环丙烷化反应。与纯丙酮相比，笼状催化剂在丙酮/水中表现出更高的活性。有趣的是，M8 L6 封装的催化剂具有尺寸选择性。较小的底物更容易穿透“瓶中分子船催化剂”的孔，因此比较大的底物转化得更快。此外，在这些条件下，N-对甲苯磺酰腙钠盐是易于处理的用于环丙烷化反应的试剂。
