University Chemical Laboratory, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK.
J Org Chem. 2011 Mar 4;76(5):1257-68. doi: 10.1021/jo101981p. Epub 2011 Feb 8.
We describe here the assembly of new types of donor-acceptor [2]catenanes from dynamic combinatorial libraries (DCL) in water. These new catenanes contain both the donor and acceptor components in at least one of the interlocked rings, thereby possessing unusual and unexpected DAAD or DADD stacking sequences of the π units in their structures. The efficiency of the catenane assembly process can be enhanced by manipulating the DCL equilibrium in a variety of ways: adding a guest, changing the building block stoichiometries, or increasing the library concentration or the ionic strength of the solvent. The formation of catenanes and their constitutions are found to be dependent on subtle differences in the geometry, dimension, and flexibility of the donor building blocks.
我们在这里描述了在水中从动态组合文库（DCL）组装新型给体-受体[2]轮烷的方法。这些新的轮烷至少在一个互锁环中同时包含给体和受体部分，因此在其结构中具有不寻常和意外的 DAAD 或 DADD π 单元堆积序列。通过以各种方式操纵 DCL 平衡，可以提高轮烷组装过程的效率：添加客体、改变构筑块的化学计量比，或增加文库浓度或溶剂的离子强度。轮烷的形成及其组成被发现取决于供体构筑块的几何形状、尺寸和柔性的细微差异。
