68715-56-0Relevant articles and documents
Structural Analysis and Inclusion Mechanism of Native and Permethylated α-Cyclodextrin-Based Rotaxanes Containing Alkylene Axles
Akae, Yosuke,Koyama, Yasuhito,Sogawa, Hiromitsu,Hayashi, Yoshihiro,Kawauchi, Susumu,Kuwata, Shigeki,Takata, Toshikazu
supporting information, p. 5335 - 5341 (2016/04/09)
Native α-cyclodextrin- (α-CD) and permethylated α-CD (PMeCD)-based rotaxanes with various short alkylene chains as axles can be synthesized through a urea end-capping method. Native α-CD tends to form [3]- or [5]pseudorotaxanes and not [2]- or [4]pseudorotaxanes, which indicates that the coupled CDs act as a single fragment. End-capping reactions of the pseudorotaxanes with C18 and C24 axle lengths do not occur because the axle termini are covered by the densely stacked CDs. The number of PMeCDs on the pseudorotaxane is flexible and mainly depends on the axle length. Peracetylated α-CD (PAcCD)-based rotaxanes are synthesized through O-acetylation of the α-CD-based rotaxanes without any decomposition of the rotaxanated structures. The structures of PMeCD-based [3]- and [4]rotaxanes, and the molecular dynamics calculations on [3]pseudorotaxanes, indicate that the tail face of PMeCDs is regularly directed toward the axle termini. On the basis of the results obtained, it can be concluded that the directions and numbers of CDs in rotaxanes containing short alkylene chains depend on 1)the interactions between CDs, 2)the length of the alkylene axle, and 3)the interactions between the axle end and tail face of the CD. Come on in! Native and permethylated α-cyclodextrin (CD)-based rotaxanes with various short alkylene axles are synthesized with a urea end-capping method. The directions and number of the CD wheels depend on the interactions between CDs, the axle length, and the interactions between axle ends and the tail face of the CDs (see figure).
One-pot synthesis of permethylated α-CD-based rotaxanes having alkylene chain axles and their structural characteristics
Akae, Yosuke,Arai, Takayuki,Koyama, Yasuhito,Okamura, Hisashi,Johmoto, Kohei,Uekusa, Hidehiro,Kuwata, Shigeki,Takata, Toshikazu
supporting information; experimental part, p. 806 - 808 (2012/09/22)
Permethylated i-CD-based rotaxanes with short alkylene chains as an axle were synthesized through urea end-capping in one pot: Products were [2]rotaxane and [3]rotaxane. The headto-head structure of [3]rotaxane obtained as a single isomer was confirmed by the characteristic 1HNMR peak shifts and X-ray single-crystal structure analysis.
Rotaxane-encapsulation enhances the stability of an azo dye, in solution and when bonded to cellulose
Craig, Michael R.,Hutchings, Michael G.,Claridge, Tim D. W.,Anderson, Harry L.
, p. 1071 - 1074 (2007/10/03)
A cyclodextrin coat dramatically enhances the stability of an azo dye towards reductive bleaching, oxidative bleaching, and photo-bleaching as is demonstrated by the rotaxane 1. This compound is obtained as single isomer in high yield from the amine-substituted dye and trichlorotriazine in water in the presence of the cyclodextrin.