Templated Synthesis of Interlocked Molecules

Aricò, Fabio; Badjić, Jovica D.; Cantrill, Stuart; Flood, Amar H.; Leung, Ken Cham‐Fai; Liu, Yi

doi:10.1002/chin.200638276

Cited by 5 publications

(5 citation statements)

References 76 publications

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“…MS spectra were recorded with a JEOL JMS-700 spectrometer. Preparative chemical yield [31][32][33][34][35] than before [36]. Covalent methods [37], which were not thought to be versatile for the synthesis of interlocked molecules, were also well developed [38,39].…”

Section: Methodsmentioning

confidence: 99%

The Asymmetry is Derived from Mechanical Interlocking of Achiral Axle and Achiral Ring Components –Syntheses and Properties of Optically Pure [2]Rotaxanes–

et al. 2018

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Rotaxanes consisting of achiral axle and achiral ring components can possess supramolecular chirality due to their unique geometrical architectures. To synthesize such chiral rotaxanes, we adapted a prerotaxane method based on aminolysis of a metacyclophane type prerotaxane that had planar chirality, which is composed of an achiral stopper unit and a crown ether type ring component. The prerotaxanes were well resolved using chiral HPLC into a pair of enantiomerically pure prerotaxanes, which were transferred into corresponding chiral rotaxanes, respectively. Obtained chiral rotaxanes were revealed to have considerable enantioselectivity.

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Section: Methodsmentioning

confidence: 99%

The Asymmetry is Derived from Mechanical Interlocking of Achiral Axle and Achiral Ring Components –Syntheses and Properties of Optically Pure [2]Rotaxanes–

et al. 2018

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“…To realize more efficient syntheses of rotaxanes, template synthetic approaches have been widely used, and various protocols have been employed including 'threading-followed-by-stoppering', 'slippage', and 'clipping' approaches. 20 Recently, some novel protocols were reported. One was 'threading-followed-by-shrinking', in which a specific reaction was performed to reduce the ring size so that the ring cannot slip over the stopper, and interlock the axle component.…”

Section: Interlocked Molecules Based On Positively Charged Molecules and Crown Ethersmentioning

confidence: 99%

Construction and Function of Interpenetrated Molecules Based on the Positively Charged Axle Components

Zhang

Liu

2012

Synlett

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Interpenetrated molecules have attracted increasing attention from chemists not only because of their intriguing architectures and topologies, but also as a result of potential applications in molecular machinery and nanotechnology. In this account we review recent efforts on the construction of interpenetrated molecules based on the molecular recognition toward some positively charged axle components in aqueous or organic medium. We mainly focus on guest molecules containing ammonium, anilinium, and pyridinium groups. The host molecules are cucurbiturils and crown ethers.

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“…At the early beginnings, the main limitation working with these compounds was the low yields of the synthetic methods available at that moment. Thanks to mastering noncovalent interactions between binding sites integrated into the initial components, by using passive templating methodologies, 10,11 as well as the use of active templated approaches, 12 this drawback has been satisfyingly overcome. Nowadays, highly simple (few reaction steps) and efficient (high-yielding) synthetic routes toward MIMs are accomplished, thus facilitating the access to a wide range of complex interlocked structures in a straightforward manner.…”

Section: Introductionmentioning

confidence: 99%

Mechanically Interlocked Catalysts for Asymmetric Synthesis

et al. 2020

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Strategic global industries, such as pharmaceutics, cosmetics, or crop production, are increasingly demanding high-value enantioenriched compounds. Thus, the design and development of efficient and selective asymmetric catalysts are undoubtedly required. To solve this demanding situation, the discovery of innovative catalyst motifs, including unreported structural backbones or activation modes, that are able to overcome the actual limitations is essential. This Review discloses the mechanically interlocked molecules as emerging and powerful chiral catalysts, including their use as both organocatalysts and ligands in metal-mediated reactions. The structural and conformational properties of these entwined scaffolds, including their finely controllable responsiveness, make them privileged, although still underexplored, players in asymmetric catalysis.

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Templated Synthesis of Interlocked Molecules

Abstract: ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Cited by 5 publications

References 76 publications

The Asymmetry is Derived from Mechanical Interlocking of Achiral Axle and Achiral Ring Components –Syntheses and Properties of Optically Pure [2]Rotaxanes–

The Asymmetry is Derived from Mechanical Interlocking of Achiral Axle and Achiral Ring Components –Syntheses and Properties of Optically Pure [2]Rotaxanes–

Construction and Function of Interpenetrated Molecules Based on the Positively Charged Axle Components

Mechanically Interlocked Catalysts for Asymmetric Synthesis

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