Ball milling: an efficient and green approach for asymmetric organic syntheses

Egorov, Ilya N.; Santra, Sougata; Kopchuk, Dmitry S.; Коvalev, Igor S.; Majee, Adinath; Ranu, Brindaban C.; Русинов, В. Л.; Чупахин, О. Н.

doi:10.1039/c9gc03414e

Cited by 161 publications

(74 citation statements)

References 84 publications

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“…In recent years, mechanochemistry has also experienced an expansion from metal‐catalyzed, [9i,175] and organocatalyzed reactions [9e,176] to biocatalytic reactions [177,178] . To date, hydrolytic enzymes, such as lipases, [179–181] proteases, [143,182] and glucosidases, [183,184] among others, [177,178,185] have proven stable to catalyze mechanochemical reactions by ball milling and extrusion techniques (Scheme 12).…”

Section: Mechanochemistry and The Twelve Principles Of Green Chemistrymentioning

confidence: 99%

Sustainability Assessment of Mechanochemistry by Using the Twelve Principles of Green Chemistry

2021

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In recent years, mechanochemistry has been growing into a widely accepted alternative for chemical synthesis. In addition to their efficiency and practicality, mechanochemical reactions are also recognized for their sustainability. The association between mechanochemistry and Green Chemistry often originates from the solvent-free nature of most mechanochemical protocols, which can reduce waste production. However, mechanochemistry satisfies more than one of the Principles of Green Chemistry. In this Review we will present a series of examples that will clearly illustrate how mechanochemistry can significantly contribute to the fulfillment of Green Chemistry in a more holistic manner.

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Section: Mechanochemistry and The Twelve Principles Of Green Chemistrymentioning

confidence: 99%

Sustainability Assessment of Mechanochemistry by Using the Twelve Principles of Green Chemistry

2021

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“…Among the advantages offered by mechanochemistry, most important is the complete elimination of solvent, or alternatively the use of very small quantities of it as a grinding assistant (i.e., liquid assisted grinding, LAG) [ 19 ]. From the above, it is evident that mechanochemistry offers a sustainable alternative for the design of clean and efficient processes in the absence of bulk solvent [ 20 , 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 ].…”

Section: Mechanochemistrymentioning

confidence: 99%

“…Molecules 2020, 25, x FOR PEER REVIEW 3 of 25 (i.e., liquid assisted grinding, LAG) [19]. From the above, it is evident that mechanochemistry offers a sustainable alternative for the design of clean and efficient processes in the absence of bulk solvent [20][21][22][23][24][25][26][27][28][29][30].…”

Section: Catalyzed Reactions Under Solvent-free Ball-milling Conditionsmentioning

confidence: 99%

Novel Methodologies for Chemical Activation in Organic Synthesis under Solvent-Free Reaction Conditions

Avila‐Ortiz

Juaristi

2020

Molecules

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One central challenge for XXI century chemists is the development of sustainable processes that do not represent a risk either to humanity or to the environment. In this regard, the search for more efficient and clean alternatives to achieve the chemical activation of molecules involved in chemical transformations has played a prominent role in recent years. The use of microwave or UV-Vis light irradiation, and mechanochemical activation is already widespread in many laboratories. Nevertheless, an additional condition to achieve “green” processes comes from the point of view of so-called atom economy. The removal of solvents from chemical reactions generally leads to cleaner, more efficient and more economical processes. This review presents several illustrative applications of the use of sustainable protocols in the synthesis of organic compounds under solvent-free reaction conditions.

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“…Therefore, there has been considerable effort to combine the areas of mechanochemistry and organocatalysis to access a metal‐ and solvent‐free synthetic method capable of achieving good enantioselectivity for C−C and C‐heteroatom bond formation. Whilst other comprehensive Reviews on mechanochemical organocatalysis exist, including the use of other enabling technologies and reactor types, we are intrigued by the idea that high enantiomeric excesses ( ee values) can be afforded by a reactor technology that essentially pulverises the input samples [23,117–122] . How can the perceived delicate and relatively complex transition states of organocatalytic reactions hold up under high impact (Figure 1)?…”

Section: Introductionmentioning

confidence: 99%

Mechanochemical Organocatalysis: Do High Enantioselectivities Contradict What We Might Expect?

Williams¹,

Morrill²,

Browne

2021

ChemSusChem

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Ball mills input energy to samples by pulverising the contents of the jar. Each impact on the sample or wall of the jar results in an instantaneous transmission of energy in the form of a temperature and pressure increase (volume reduction). Conversely, enantioselective organocatalytic reactions proceed through perceived delicate and well‐organised transition states. Does there exist a dichotomy in the idea of enantioselective mechanochemical organocatalysis? This Review provides a survey of the literature reporting the combination of organocatalytic reactions with mechanochemical ball milling conditions. Where possible, direct comparisons of stirred in solution, stirred neat and ball milled processes are drawn with a particular focus on control of stereoselectivity.

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Ball milling: an efficient and green approach for asymmetric organic syntheses

Abstract: Mechanochemical approaches in an organic synthesis have received increased interest because of their wide applications in green methodologies.

Cited by 161 publications

References 84 publications

Sustainability Assessment of Mechanochemistry by Using the Twelve Principles of Green Chemistry

Sustainability Assessment of Mechanochemistry by Using the Twelve Principles of Green Chemistry

Novel Methodologies for Chemical Activation in Organic Synthesis under Solvent-Free Reaction Conditions

Mechanochemical Organocatalysis: Do High Enantioselectivities Contradict What We Might Expect?

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