Rotaxanes clipping procedure

Display 5 shows a [2]rotaxane being made to order by the clipping procedure. See reference [8]. 

Display 14 shows a [2]rotaxane being made to order by a clipping procedure. Note that the yield of 32% is much higher than that recorded earlier in Display 5. The reason for the increased efficiency of the self-assembly process is undoubtedly the presence of two hydroquinol rings in the thread component of the [2]rotaxane. See reference [12]. 

For the preparation of rotaxanes, three different routes can be followed (Scheme 6.2A). In the threading procedure, the macrocycle will first encircle the thread to form a so-called pseudorotaxane. By end-capping the thread with bulky groups that prevent de-threading, a [2]rotaxane is formed. The clipping method that is used for the preparation of catenanes can also be applied for the synthesis of rotaxanes hence the macrocycle is assembled in the presence of the end-capped... 

The CuAAC click reaction has been widely used for the preparation of interlocked molecules, such as catenanes and rotaxanes [88]. In the case of rotaxanes, the CuAAC reaction has been used mainly for the synthesis of the axle subsequent threading, clipping, or slipping procedures were utilized to produce the mechanically interlocked product. 

---