Mechanochemistry of supramolecules

Bose, Anima; Mal, Prasenjit

doi:10.3762/bjoc.15.86

Cited by 51 publications

(26 citation statements)

References 119 publications

(115 reference statements)

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“…[14][15][16] Forf urther reading,w ea lso recommend reviews and systematic studies on organic, [17][18][19][20] organometallic, [21] main group, [22] coordination [23] and supramolecular topics. [24]…”

Section: Introductionmentioning

confidence: 99%

Mechanochemistry for Synthesis

2019

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Mechanochemical solvent‐free reactions by milling, grinding or other types of mechanical action have emerged as a viable alternative to solution chemistry. Mechanochemistry offers not only a possibility to eliminate the need for bulk solvent use, and reduce the generation of waste, but it also unlocks the door to a different reaction environment in which synthetic strategies, reactions and molecules previously not accessible in solution, can be achieved. This Minireview examines the potential of mechanochemistry in chemical and materials synthesis, by providing a cross‐section of the recent developments in using ball milling for the formation of molecules and materials based on covalent and coordination bonds.

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Section: Introductionmentioning

confidence: 99%

Mechanochemistry for Synthesis

2019

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“…Mechanochemical transformations are well established in inorganic chemistry and they are easily transferable to an industrial scale [12,13]. Mechanochemistry in organic chemistry, applied to organic syntheses and polymers has gained growing interest in recent years [14][15][16][17][18]. Mechanochemical syntheses are safe and represent efficient activation methods for greener processes, avoiding the use of solvents and reducing energy consumption.…”

Section: Introductionmentioning

confidence: 99%

Mechanochemical green synthesis of hyper-crosslinked cyclodextrin polymers

Pedrazzo¹,

Caldera²,

Zanetti³

et al. 2020

Beilstein J. Org. Chem.

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Cyclodextrin nanosponges (CD-NS) are nanostructured crosslinked polymers made up of cyclodextrins. The reactive hydroxy groups of CDs allow them to act as multifunctional monomers capable of crosslinking to bi- or multifunctional chemicals. The most common NS synthetic pathway consists in dissolving the chosen CD and an appropriate crosslinker in organic polar aprotic liquids (e.g., N,N-dimethylformamide or dimethyl sulfoxide), which affect the final result, especially for potential biomedical applications. This article describes a new, green synthetic pathway through mechanochemistry, in particular via ball milling and using 1,1-carbonyldiimidazole as the crosslinker. The polymer obtained exhibited the same characteristics as a CD-based carbonate NS synthesized in a solvent. Moreover, after the synthesis, the polymer was easily functionalized through the reaction of the nucleophilic carboxylic group with three different organic dyes (fluorescein, methyl red, and rhodamine B) and the still reactive imidazoyl carbonyl group of the NS.

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“…In the last few decades, mechanochemistry has gathered a great deal of attention and a lot of efforts have been focused on its use in organic synthesis, catalysis, biotransformation reactions, and even in nanomaterials preparation [ 1 – 5 ]. Indeed, solid-state mechanochemical methodologies are a viable alternative to traditional syntheses in solution [ 4 ] for the preparation of complex molecules, either under solvent-free conditions, named ‘neat grinding’, or in nearly solvent-free conditions, e.g., liquid-assisted grinding (LAG), slurries, and homogenous solutions.…”

Section: Introductionmentioning

confidence: 99%

“…In this context, ball milling procedures can be considered a valid alternative approach for the straightforward synthesis of boronic esters. Indeed, ball milling has been successfully exploited for the synthesis of small molecules [ 4 ] as well as macrocycles [ 5 , 22 – 23 ] conjugated with boronic esters and this methodology proved to be by far superior over solution-based methods.…”

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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Mechanochemistry of supramolecules

Cited by 51 publications

References 119 publications

Mechanochemistry for Synthesis

Mechanochemistry for Synthesis

Mechanochemical green synthesis of hyper-crosslinked cyclodextrin polymers

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

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