1256247-73-0Relevant academic research and scientific papers
Synthesis and characterization of a new photoinduced switchable β-cyclodextrin dimer
Hamon, Florian,Blaszkiewicz, Claire,Buchotte, Marie,Banaszak-Lonard, Estelle,Bricout, Herv,Tilloy, Sbastien,Monflier, Eric,Czard, Christine,Bouteiller, Laurent,Len, Christophe,Djedaini-Pilard, Florence
, p. 2874 - 2885 (2014)
This paper reports an efficient preparation of bridged bis--CD AZO-CDim 1 bearing azobenzene as a linker and exhibiting high solubility in water. The photoisomerization properties were studied by UV-vis and HPLC and supported by ab initio calculations. The cis/trans ratio of AZO-CDim 1 is 7:93 without irradiation and 37:63 after 120 min of irradiation at 365 nm; the reaction is reversible after irradiation at 254 nm. The photoinduced, switchable binding behavior of AZO-CDim 1 was evaluated by ITC, NMR and molecular modeling in the presence of a ditopic adamantyl guest. The results indicate that AZO-CDim 1 can form two different inclusion complexes with an adamantyl dimer depending on its photoinduced isomers. Both cavities of cis-AZO-CDim 1 are complexed simultaneously by two adamantyl units of the guest forming a 1:1 complex while trans-AZO-CDim 1 seems to lead to the formation of supramolecular polymers with an n:n stoichiometry.
