| Autor: |
Spruell, Jason M., Dichtel, William R., Heath, James R., Stoddart, J. Fraser |
| Zdroj: |
Chemistry - A European Journal; May 2008, Vol. 14 Issue: 14 p4168-4177, 10p |
| Abstrakt: |
A one‐pot sequential CuI‐catalyzed azide–alkyne cycloaddition (CuAAC) strategy is presented for the synthesis of constitutionally unsymmetrical cyclobis(paraquat‐p‐phenylene)‐based rotaxanes in good yields from simple starting materials. The methodology consists of performing multiple CuAAC reactions to stopper a pseudorotaxane in a stepwise manner, the order of which is controlled through silyl‐protection and AgI‐catalyzed deprotection of a terminal alkyne. The methodology is highlighted by the synthesis of an amphiphilic branched [4]rotaxane. The methodology increases the ability to access ever more complicated mechanically interlocked compounds to serve in devices as sophisticated and functional molecular machinery. |
| Databáze: |
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