847804-09-5Relevant articles and documents
Molecular puzzle ring: Pseudo[1]rotaxane from a flexible cyclodextrin derivative
Miyawaki, Atsuhisa,Kuad, Paul,Takashima, Yoshinori,Yamaguchi, Hiroyasu,Harada, Akira
supporting information; experimental part, p. 17062 - 17069 (2009/04/13)
A pseudo[1]rotaxane formed by a flexible cyclodextrin (CD) derivative (1-R) with a bulky end group has been investigated on kinetic quantitation. 1-Rs have the cinnamamide moiety as a guest and a bulky end group (R) as a rate-determining moiety of the threading process. The R groups play an important role for the formation of pseudo[1]rotaxane, and kinetics of the self-inclusion process was found to be controlled by the size and shapes of the R groups. 1-Ad and 1-Me derivatives, which have an adamantyl and methyl end group, respectively, formed self-inclusion complexes by threading of the arm moiety with a conformational conversion of altrose from 1C4 form to 4C1 form. Flexibility of the altro-α-CD cavity resulted in an induced fit (from 1C4 to 4C 1) to the arm moiety, and introducing a bulky end group allowed the stability of this pseudo[1]rotaxane to be enhanced.