TY  - JOUR
PY  - 2008//
TI  - A One‐Pot Synthesis of Constitutionally Unsymmetrical Rotaxanes Using Sequential CuI‐Catalyzed Azide–Alkyne Cycloadditions
JO  - Chemistry: a European journal
A1  - Spruell, Jason M
A1  - Dichtel, William R
A1  - Heath, James R
A1  - Stoddart, J.  Fraser
SP  - 4168
EP  - 4177
VL  - 14
IS  - 14
N2  - 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.<p /> 
LA  - 
SN  - 0947-6539
UR  - http://dx.doi.org/10.1002/chem.200800067
ID  - ref1
ER  -