Synthesis of Molecular Nanostructures by Multicomponent Condensation Reactions in a Ball Mill

Içli, Burçak; Christinat, Nicolas; Tönnemann, Justus; Schüttler, Christian; Scopelliti, Rosario; Severin, Kay

doi:10.1021/ja809279s

Cited by 176 publications

(43 citation statements)

References 53 publications

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“…[242] Examples described in this subsection show that macrocyclization and cage formation can be remarkably effective under solventless ball milling conditions, and even more favoured than in solution. This is intriguing given the very high concentrations present and the consequent expectation for larger oligomers or polymers (it seems to be the extreme opposite of traditional high-dilution approaches).…”

Section: % Isolatedmentioning

confidence: 90%

Mechanochemistry: opportunities for new and cleaner synthesis

et al. 2012

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Citation for published item:tmesD F vF nd edmsD gF tF nd folmD gF nd frgD hF nd gollierD F nd pri § s § i¡ D F nd qrepioniD pF nd rrrisD uF hF wF nd ryettD qF nd tonesD F nd uresD eF nd wkD tF nd winiD vF nd yrpenD eF qF nd rkinD sF F nd herouseD F gF nd teedD tF F nd ddellD hF gF @PHIPA 9wehnohemistry X opportunities for new nd lener synthesisF9D ghemil soiety reviewsFD RI @IAF ppF RIQERRUF Further information on publisher's website: Use policyThe full-text may be used and/or reproduced, and given to third parties in any format or medium, without prior permission or charge, for personal research or study, educational, or not-for-prot purposes provided that:• a full bibliographic reference is made to the original source • a link is made to the metadata record in DRO • the full-text is not changed in any way The full-text must not be sold in any format or medium without the formal permission of the copyright holders.Please consult the full DRO policy for further details.

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Section: % Isolatedmentioning

confidence: 90%

Mechanochemistry: opportunities for new and cleaner synthesis

et al. 2012

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“…For compound 55 b , the advantage is particularly important because pure product 55 b could not be obtained by reaction in solution. This method produced small cage compounds such as 55 a (1.7 nm×2.3 nm) and large ones such as 55 b (1.9 nm×3.1 nm) 78…”

Section: Omcs From Multiple Bondsmentioning

confidence: 99%

Stimuli‐Responsive Polymeric Nanoparticles for Nanomedicine

Crucho

2014

ChemMedChem

147

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Nature continues to be the ultimate in nanotechnology, where polymeric nanometer-scale architectures play a central role in biological systems. Inspired by the way nature forms functional supramolecular assemblies, researchers are trying to make nanostructures and to incorporate these into macrostructures as nature does. Recent advances and progress in nanoscience have demonstrated the great potential that nanomaterials have for applications in healthcare. In the realm of drug delivery, nanomaterials have been used in vivo to protect the drug entity in the systemic circulation, ensuring reproducible absorption of bioactive molecules that do not naturally penetrate biological barriers, restricting drug access to specific target sites. Several building blocks have been used in the formulation of nanoparticles. Thus, stability, drug release, and targeting can be tailored by surface modification. Herein the state of the art of stimuli-responsive polymeric nanoparticles are reviewed. Such systems are able to control drug release by reacting to naturally occurring or external applied stimuli. Special attention is paid to the design and nanoparticle formulation of these so-called smart drug-delivery systems. Future strategies for further developments of a promising controlled drug delivery responsive system are also outlined.

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“…Finally, depending on the substrates, these reactions often proceed with low conversions and/or yields even if a large excess of reactants is employed. These processes are sometimes time-consuming and require additional purification steps [ 24 – 25 ]. In this context, ball milling procedures can be considered a valid alternative approach for the straightforward synthesis of boronic esters.…”

Section: Introductionmentioning

confidence: 99%

The B & B approach: Ball-milling conjugation of dextran with phenylboronic acid (PBA)-functionalized BODIPY

Andreozzi

Tamberi

Tasca

et al. 2020

Beilstein J. Org. Chem.

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Mechanochemistry is an emerging and reliable alternative to conventional solution (batch) synthesis of complex molecules under green and solvent-free conditions. In this regard, we report here on the conjugation of a dextran polysaccharide with a fluorescent probe, a phenylboronic acid (PBA)-functionalized boron dipyrromethene (BODIPY) applying the ball milling approach. The ball milling formation of boron esters between PBA BODIPY and dextran proved to be more efficient in terms of reaction time, amount of reactants, and labelling degree compared to the corresponding solution-based synthetic route. PBA-BODIPY dextran assembles into nanoparticles of around 200 nm by hydrophobic interactions. The resulting PBA-BODIPY dextran nanoparticles retain an apolar interior as proved by pyrene fluorescence, suitable for the encapsulation of hydrophobic drugs with high biocompatibility while remaining fluorescent.

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Synthesis of Molecular Nanostructures by Multicomponent Condensation Reactions in a Ball Mill

Abstract: The condensation of multiple building blocks in a ball mill allows molecular cages with a size up to 3.1 nm to be built.

Cited by 176 publications

References 53 publications

Mechanochemistry: opportunities for new and cleaner synthesis

Mechanochemistry: opportunities for new and cleaner synthesis

Stimuli‐Responsive Polymeric Nanoparticles for Nanomedicine

The B & B approach: Ball-milling conjugation of dextran with phenylboronic acid (PBA)-functionalized BODIPY

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