Dynamische Selbstorganisation von Mikrokristallen über Nitroxidaustauschreaktionen

Schulte, Birte; Tsotsalas, Manuel; Becker, Maike; Studer, Armido; Cola, Luisa De

doi:10.1002/ange.201002851

Cited by 20 publications

(11 citation statements)

References 50 publications

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“…This broadening could also contribute to the failure of observing the triazole-carbon resonances in 13 C CP/MAS experiments. Considering these circumstances, the 1 H and 13 C CP/MAS spectra lend strong support to the successful formation of the triazole ring.…”

Section: Resultsmentioning

confidence: 73%

“…The synthesis of the corresponding functionalized nitroxides is discussed in the Supporting Information and the success of the nitroxide exchange reaction has been proved by solid state NMR spectroscopy. Whereas for 18a, 20, and 21 no large changes are expected in the 13…”

Section: Resultsmentioning

confidence: 87%

“…To gain even more flexibility in the design of bifunctional MSNs, we decided to test a third reaction that should be orthogonal to both the CuAAC and the thiol-ene reaction. We have previously shown [13] that the radical nitroxide exchange reaction is a highly efficient thermal process for chemical surface modification. In the nitroxide exchange reaction an alkoxyamine is covalently bound to the surface of a particle.…”

Section: Resultsmentioning

confidence: 99%

“…MAS NMR (top) and13 C CP/MAS NMR (center) spectra of a) the acid-functionalized monofunctional particles 5, and b) the azidefunctionalized particles 3, c) 13 C NMR spectrum of azide 1 in CDCl 3 solution; d) IR spectrum of the monofunctional particles before CuAAC reaction; e) IR spectrum of the monofunctional particles after CuAAC reaction. s = solvent.…”

mentioning

confidence: 99%

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Preparation of Bifunctional Mesoporous Silica Nanoparticles by Orthogonal Click Reactions and Their Application in Cooperative Catalysis

Dickschat

Behrends

Bühner³

et al. 2012

Chemistry A European J

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The synthesis of bifunctional mesoporous silica nanoparticles is described. Two chemically orthogonal functionalities are incorporated into mesoporous silica by co-condensation of tetraethoxysilane with two orthogonally functionalized triethoxyalkylsilanes. Post-functionalization is achieved by orthogonal surface chemistry. A thiol-ene reaction, Cu-catalyzed 1,3-dipolar alkyne/azide cycloaddition, and a radical nitroxide exchange reaction are used as orthogonal processes to install two functionalities at the surface that differ in reactivity. Preparation of mesoporous silica nanoparticles bearing acidic and basic sites by this approach is discussed. Particles are analyzed by solid state NMR spectroscopy, elemental analysis, infrared-spectroscopy, and scanning electron microscopy. As a first application, these particles are successfully used as cooperative catalysts in the Henry reaction.

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Section: Resultsmentioning

confidence: 73%

Section: Resultsmentioning

confidence: 87%

Section: Resultsmentioning

confidence: 99%

mentioning

confidence: 99%

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Preparation of Bifunctional Mesoporous Silica Nanoparticles by Orthogonal Click Reactions and Their Application in Cooperative Catalysis

Dickschat

Behrends

Bühner³

et al. 2012

Chemistry A European J

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“…Experience, however, tells a different story. The diversity of guest–ZL composites exhibiting a large range of properties is impressive . It emerges from the fact that the variety of molecules that fit into these narrow channels is large, and that confinement favors the formation of sandwich‐type structures (Scheme ), including the possibility for rational stopcock modification .…”

Section: Introductionmentioning

confidence: 99%

Supramolecular Organization of Dye Molecules in Zeolite L Channels: Synthesis, Properties, and Composite Materials

Cao

Khorev

Devaux

et al. 2016

Chemistry A European J

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Sequential insertion of different dyes into the 1D channels of zeolite L (ZL) leads to supramolecular sandwich structures and allows the formation of sophisticated antenna composites for light harvesting, transport, and trapping. The synthesis and properties of dye molecules, host materials, composites, and composites embedded in polymer matrices, including two-and three-color antenna systems, are described. Perylene diimide (PDI) dyes are an important class of chromophores and are of great interest for the synthesis of artificial antenna systems. They are especially well suited to advancing our understanding of the structure-transport relationship in ZL because their core fits tightly through the 12-ring channel opening. The substituents at both ends of the PDIs can be varied to a large extent without influencing their electronic absorption and fluorescence spectra. The intercalation/insertion of 17 PDIs, 2 terrylenes, and 1 quaterrylene into ZL are compared and their interactions with the inner surface of the ZL nanochannels discussed. ZL crystals of about 500 nm in size have been used because they meet the criteria that must be respected for the preparation of antenna composites for light harvesting, transport, and trapping. The photostability of dyes is considerably improved by inserting them into the ZL channels because the guests are protected by being confined. Plugging the channel entrances, so that the guests cannot escape into the environment is a prerequisite for achieving long-term stability of composites embedded in an organic matrix. Successful methods to achieve this goal are described. Finally, the embedding of dye-ZL composites in polymer matrices, while maintaining optical transparency, is reported. These results facilitate the rational design of advanced dye-zeolite composite materials and provide powerful tools for further developing and understanding artificial antenna systems, which are among the most fascinating subjects of current photochemistry and photophysics.

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Macroscopic Supramolecular Assembly of Rigid Building Blocks Through a Flexible Spacing Coating

et al. 2014

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Macroscopic supramolecular assembly is a promising method for manufacturing macroscopic, ordered structures for tissue-engineering scaffolds. A flexible spacing coating is shown to overcome undesired surface and size effects and to enable assembly of macroscopic cubes with host/guest groups. The assembled pairs disassembled upon introduction of competitive guest molecules, thereby demonstrating a multivalent assembly mechanism.

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Dynamische Selbstorganisation von Mikrokristallen über Nitroxidaustauschreaktionen

Cited by 20 publications

References 50 publications

Preparation of Bifunctional Mesoporous Silica Nanoparticles by Orthogonal Click Reactions and Their Application in Cooperative Catalysis

Preparation of Bifunctional Mesoporous Silica Nanoparticles by Orthogonal Click Reactions and Their Application in Cooperative Catalysis

Supramolecular Organization of Dye Molecules in Zeolite L Channels: Synthesis, Properties, and Composite Materials

Macroscopic Supramolecular Assembly of Rigid Building Blocks Through a Flexible Spacing Coating

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