Solvent- and Temperature-Tuned Orientation of Ferrocenyl Azide Inside β-Cyclodextrin

Walla, Peter Jomo; Arion, Vladimir B.; Brinker, Udo H.

doi:10.1021/jo060102t

Cited by 19 publications

(16 citation statements)

References 36 publications

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“…In compound 3, the azide groups were found to be nonlinear and were found to lie away from the plane of the Cp ring. The bond angle N1eN2eN3 was found to be 167.8 (8) whereas the same bond angle in the ferrocenyl azide was 172.9(1) [32].…”

Section: Resultsmentioning

confidence: 90%

Synthesis and characterization of difunctionalized derivatives of the cyclobutadiene linked dimeric cobalt sandwich compound [(η5-Cp)Co(η4-C4Ph3)]2

Mandapati

Singh

Kumar

et al. 2012

Journal of Organometallic Chemistry

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Section: Resultsmentioning

confidence: 90%

Synthesis and characterization of difunctionalized derivatives of the cyclobutadiene linked dimeric cobalt sandwich compound [(η5-Cp)Co(η4-C4Ph3)]2

Mandapati

Singh

Kumar

et al. 2012

Journal of Organometallic Chemistry

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“…These authors also demonstrated that certain hydrocarbons are very soluble in a DMSO/water mixture, and are more strongly bonded to -CD that in the water. Recently, Brinker and coworkers [19] informed a change of the orientation of a guest, azide substituted ferrocene, inside the -CD, by changing the solvent and the temperature. Some authors presently consider that the equilibrium constants may change as a result of competition processes between the guest and the organic solvent [20].…”

Section: Introductionmentioning

confidence: 99%

Thermodynamic Study of Cyclodextrins Complexation with Benzimidazolic Antihelmintics in Different Reaction Media

Bernad-Bernad¹,

Gracia-Mora²,

Díaz³

et al. 2008

CDDT

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The main purpose of this work was to accomplish a comparative study about cyclodextrins complexation equilibria with three benzimidazolic antihelmintics: albendazole (Alb), mebendazole (Meb) and thiabendazole (Thiab). The complexation process with four different cyclodextrins (alpha-, beta-, gamma-, and HP-beta-CDs) was investigated under various temperatures and different reaction media (aqueous solution buffered at pH 7.5, dimethylsulfoxide (DMSO) and DMSO/water at 25/75, 50/50, 75/50 (w/w) mixtures). It was studied by electronic absorption and 1H NMR (NOESY) spectroscopy. Binding constants were determined by electronic absorption spectroscopic method, the DeltaH and DeltaS complexation values were evaluated and discussed according to the diverse factors that affect the chemical interactions in these systems. Solubility has also been determined by the Higuchi and Connors method. In general, albendazole and mebendazole exhibit similar complexation behavior, while thiabendazole acts differently. Classic and non-classic solvophobic effects are mainly the driving and stabilizing forces for complex formation, with the exception in some Thiab-CDs interactions. In all cases, DMSO, an aprotic solvent, should be considered as an active component of the reaction systems.

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“…We have studied the literature sources which shows that β‐CD not only have a tendency to form complexes with substrate in aqueous media but also has ability of forming complexes in nonaqueous media like dimethyl sulfoxides (DMSO), DMF, acetonitrile– etc. through supramolecular interaction.…”

Section: β‐Cyclodextrin Catalyzed Organic Transformationsmentioning

confidence: 99%

β‐Cyclodextrin: A Green and Efficient Supramolecular Catalyst for Organic Transformations

Dalal

Patil

Tayade

2018

The Chemical Record

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β-Cyclodextrin is cyclic oligosaccharide possessing hydrophobic cavity, which binds the substrates selectively and catalyze number of organic transformations with high selectivity. It catalyzes the reaction by non-covalent supramolecular bonding with reversible formation of host-guest complexes as seen in enzymes. This account summarizes our efforts in designing a good number of important organic transformations using β-cyclodextrin and its derivatives. These reactions were performed in neat, aqueous as well as organic media. Greener synthetic routes to a variety of biologically relevant organic molecules has been developed. The temperature, solvent and catalyst amount plays in important role in these reactions. β-Cyclodextrin activates variety of organic compounds like aldehydes, ketones, anhydride, oximes, amines, nitriles and increases the rate of reactions.

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Solvent- and Temperature-Tuned Orientation of Ferrocenyl Azide Inside β-Cyclodextrin

Cited by 19 publications

References 36 publications

Synthesis and characterization of difunctionalized derivatives of the cyclobutadiene linked dimeric cobalt sandwich compound [(η5-Cp)Co(η4-C4Ph3)]2

Synthesis and characterization of difunctionalized derivatives of the cyclobutadiene linked dimeric cobalt sandwich compound [(η5-Cp)Co(η4-C4Ph3)]2

Thermodynamic Study of Cyclodextrins Complexation with Benzimidazolic Antihelmintics in Different Reaction Media

β‐Cyclodextrin: A Green and Efficient Supramolecular Catalyst for Organic Transformations

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