Dynamic polyimine macrobicyclic cryptands – self-sorting with component selection

Kołodziejski, Michał; Stefankiewicz, Artur R.; Lehn, Jean‐Maríe

doi:10.1039/c8sc04598d

Cited by 79 publications

(83 citation statements)

References 71 publications

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“…The reversibility associated with imine chemistry allows for statistical scrambling, but there is also potential for other outcomes, such as social selfsorting into a new cage species, or narcissistic self-sorting into separate binary 'parent' cages. [23][24][25][26] POCs have also been shown to self-assemble through chiral recognition, with the formation of homochiral cages being possible by using different diastereomeric forms of the diamine precursor. 23,[27][28][29][30] Chiral recognition in cage racemates has also been found to greatly decrease solubility.…”

Section: Development Of High-throughput Scrambled Cage Librarymentioning

confidence: 99%

Accelerated robotic discovery of type II porous liquids

et al. 2019

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Section: Development Of High-throughput Scrambled Cage Librarymentioning

confidence: 99%

Accelerated robotic discovery of type II porous liquids

et al. 2019

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“…Lehn and co‐workers recently reported self‐sorting in OICs where they investigated the role of molecular flexibility, electronic factors, and the presence of a heteroatom in such a process . The reactions examined involved eight different aromatic dialdehydes and flexible triamine Y (Figure ).…”

Section: Self‐sorting/self‐selection In Oicsmentioning

confidence: 99%

Organic Imine Cages: Molecular Marriage and Applications

Acharyya

Mukherjee

2019

Angewandte Chemie

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Imine condensation has been known to chemists for more than a century and is used extensively to synthesize large organic cages of defined shapes and sizes. Surprisingly, in the context of the synthetic methods for organic imine cages (OICs), a self‐sorting/self‐selection (molecular marriage) process has been overlooked over the years. Such processes are omnipresent in nature, from the creation of galaxies to the formation of the smallest building blocks of life (the cell). Such processes have the incredible ability to guide a system toward the formation of a specific product or products out of a collection of equally probable multiple possibilities. This Minireview sheds light on new opportunities in cage design offered by the self‐sorting/self‐selection protocol in OICs. Recent efforts to explore organic cages for various exciting new applications are discussed; for example, for detection of harmful small organic molecules, as templates for nucleation of metal nanoparticles (MNPs), and as proton‐conducting materials.

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“…Increasing the number of building blocks can lead to a variety of more complex outcomes, including social‐sorting into a single mixed assembly, self‐sorting into separate discrete species, or the formation of a statistical distribution of assemblies (Figure ) . To date, there are just a few reports of these types of self‐sorting that relate to organic cages; for example, mixtures of three different linkers can lead to self‐sorted binary cages, a distribution of cage species, or, less commonly, socially self‐sorted ternary cage assemblies . However, these examples typically exploit the use of precursors of the same topicity (i.e., number of reactive functional groups), and they target relatively symmetrical organic cage species, rather than more complex architectures.…”

Section: Introductionmentioning

confidence: 99%