论文信息 - An efficient synthetic entry to rotaxanes utilising reversible cleavage of aromatic disulphide bonds

An efficient synthetic entry to rotaxanes utilising reversible cleavage of aromatic disulphide bonds

Reversible cleavage of an aromatic disulphide bond of a dumbbell-shaped molecule having two sec-ammonium salt moieties enabled the insertion of the disulphide linkage through a crown ether to give the corresponding [2]- and [3]rotaxanes. The formation of the rotaxanes proceeded much more rapidly than the case of an aliphatic disulphide system.

[1] H. Nalwa,et al. Bottom-Up Nanofabrication: Supramolecules, Self-Assemblies, and Organized Films , 2009 .

[2] J. F. Stoddart,et al. Synthesizing interlocked molecules dynamically. , 2009, Chemical record.

[3] T. Takata,et al. A concept for recyclable cross-linked polymers: topologically networked polyrotaxane capable of undergoing reversible assembly and disassembly. , 2004, Angewandte Chemie.

[4] T. Takata,et al. First poly[3]rotaxane synthesized through the noncovalent step‐growth polymerization of a homoditopic dumbbell compound and a macrocycle with a reversible thiol–disulfide interchange reaction , 2003 .

[5] Choi,et al. Self-Assembly of Rotaxane-Like Complexes with Macrocycles Containing Reversible Coordinate Bonds This work was supported by the Korea Science and Engineering Foundation (1999-2-123-001-3). We thank Professor Moon-Gun Choi for help in X-ray crystallography, and Professor Weontae Lee for assistance wi , 2000, Angewandte Chemie.

[6] T. Takata,et al. "Unlock-Lock" Approach to [2] and [3]Rotaxanes:Entering of a Ring through Disulfide Linkage That is Unlocked by Thiol "Key" , 2000 .

[7] H. Ogino. Relatively high-yield syntheses of rotaxanes. Syntheses and properties of compounds consisting of cyclodextrins threaded by .alpha.,.omega.-diaminoalkanes coordinated to cobalt(III) complexes , 1981 .

[8] A. Parker,et al. Derivatives of Sulfenic Acids. XXXVI. The Ionic Scission of the Sulfur-Sulfur Bond.1 Part 1 , 1960 .