110237-97-3Relevant articles and documents
Cyclodextrins containing an acetone bridge. Synthesis and study as epoxidation catalysts
Rousseau, Cyril,Christensen, Brian,Petersen, Torben Ellebaek,Bols, Mikael
, p. 3476 - 3482 (2004)
Three cyclodextrine derivatives (6A,6 D-di-O-(prop-2-one-1,3-dienyl)-α-cyclodextrin (1), 6-O-(prop-2-one-1-yl)-α-cyclodextrin (2) and 6A,6 D-di-O-(prop-2-one-l, 3-dienyl)-β-cyclodextrin (3)) were synthesised and investigated as epoxidation catalysts. The three compounds were synthesised from the corresponding perbenzylated cyclodextrins which were mono- or didebenzylated in the 6-position using Sinay's method. Reaction with NaH and methallyl chloride in the case of 2, or methallyl dichloride in the case of 1 and 3, followed by dihydroxylation, periodate cleavage and protection group removal gave the target compounds. All three compounds catalysed, in the presence of oxone, the epoxidation of a series of alkenes. Epoxidation was compared to the reaction catalysed by simple ketones and inhibition was studied.
Cyclodextrin tetraplexes: First syntheses and potential as cross-linking agent
Lecourt, Thomas,Bleriot, Yves,Auzely-Velty, Rachel,Sollogoub, Matthieu
, p. 2238 - 2240 (2010)
The first syntheses of two cyclic tetramers of cyclodextrins, dubbed tetraplexes, are described as well as the use of one of them to form a supramolecular assembly with a modified biopolymer.
Control of the regioselectivity for new fluorinated amphiphilic cyclodextrins: Synthesis of di- and tetra(6-deoxy-6-alkylthio)- and 6-(perfluoroalkypropanethio)-α-cyclodextrin derivatives
Bertino-Ghera, Bernard,Perret, Florent,Fenet, Bernard,Parrot-Lopez, Helene
, p. 7317 - 7326 (2008)
(Figure Presented) Twelve new di- and tetraderivatized α-cyclodextrin molecules having either alkylthio and perfluoroalkylpropanethio functions at the primary face have been synthesized by using the procedure of Sinay for di-O-debenzylation of perbenzylated α-cyclodextrins. A new strategy of protection/deprotection has been developed for introducing the lipophilic chains. The coupling reaction involves the reaction between the appropriate α-cyclodextin derivative, regioselectively modified at C-6 positions by a good leaving group (O-mesityl for disubstituted or iodine for tetrasubstituted derivatives), with the thioalkyl or the thioperfluoroakylpropane chains. These nucleophilic reagents are obtained from the in situ basic hydrolysis of the alkylisothiouronium bromides or perfluoalkylropropane and the isothiouronium iodides. These multistep reactions give the desired amphiphilic α-cyclodextrins in good overall yields of 33% to 58%.
Precise Rate Control of Pseudorotaxane Dethreading by pH-Responsive Selectively Functionalized Cyclodextrins
Cherraben, Sawsen,Scelle, Jérémy,Hasenknopf, Bernold,Vives, Guillaume,Sollogoub, Matthieu
supporting information, p. 7938 - 7942 (2021/10/20)
A family of cyclodextrins functionalized with zero, one, two, or six amines was shown to control the rate of their threading and dethreading on a molecular axle depending on the pH and their substitution pattern. The originality of this system lies in the rate control of the switch by operating the stimulus directly on the macrocycle.
Zinc and Copper Complexes of Methylated Di- and Tetraaminocyclodextrins
Warren, Julia,Bols, Mikael
, p. 1083 - 1091 (2019/01/24)
The α- and β-cyclodextrins with two dimethylamino groups or two trimethylethylenediamino groups attached to the primary face were synthesized and their pKa values were determined by potentiometric titration. The complexation of the four cyclodextrin analogues with zinc and copper was studied by NMR and showed one or two cyclodextrins bound to the metal. Inclusion of 4-halophenols in the metal complexes were also studied.
