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Scientists use electron microscope to study chemical transformation in catalytic cross-coupling reaction

Scientists use electron microscope to study chemical transformation in catalytic cross-coupling reaction

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Scientists from Zelinsky Institute of Organic Chemistry of Russian Academy of Sciences in Moscow managed to look inside an organic chemical reaction with electron microscope and recorded the occurred transformation in real time. The team from the laboratory of Prof. Ananikov applied combined nano-scale and molecular-scale approaches to the study of chemical transformation in catalytic cross-coupling reaction. The study is published in Nature Communications.

Electron microscopy is a unique method to study the structure of matter, providing images of various objects with magnifications up to the level of individual atoms by probing the samples with electron beam. The key feature of this method is providing an image of the object that is straightforward to analyze. However, so far that advantage has been actively used to study exclusively the solid objects. The reason for this lays in harsh conditions inside an electron microscope, in particular, extremely low pressure in the specimen chamber, which can reach one billionth of the atmospheric pressure, thus only solid nonvolatile samples can survive. But the majority of the chemical processes occur in liquid medium and the challenge for the electron microscopy is in situ monitoring of the chemical transformations. The interest in usage of electron microscopy to observe chemical reactions in liquid media has led to the emergence of methods that allow preserving samples in their native state even in high vacuum.

Researchers at Zelinsky Institute used special capsules protecting samples from the high vacuum. The chemical processes inside these capsules were observed through a thin window that was transparent to the electron beam. “This is a very powerful tool that the chemists are just beginning to use. The range of reactions that can be studied in this way is still narrow, but that’s what inspires the scientists in catalysis community”, commented Dr. Kashin, one of the co-authors of this study.

The object of the study was very important cross-coupling reaction of carbon-sulfur bond formation. The desired products were synthesized from nickel thiolates, which represent the nano-structured reagents composed of nickel atoms and organosulfur moieties. The reaction was carried out in a liquid medium, using soluble palladium complex as catalyst. As a result, the scientists have demonstrated the possibilities of employment of new types of reagents with ordered micro- and nanostructures in organic synthesis. Electron microscopy has made it possible to trace the evolution of reagent particles during chemical reaction.

“We have successfully observed the organic catalytic reaction in a liquid medium inside the electron microscope, which opens new opportunities for the vast field of chemistry. The combination of electron microscopy with mass spectrometry observations, kinetic measurements using gas chromatography, and X-ray spectroscopy studies using the source of synchrotron radiation allowed us to establish the reaction mechanism and to determine the effect of the reagents properties at different levels of structural organization on their behavior under reaction conditions”, commented Dr. Kashin.

An extensive study of the reaction from the mechanistic point of view was supplemented with demonstration of the possibility of its practical application for the synthesis of various organic sulfur-containing substances. The reaction turned out to be applicable for a wide range of substrates, with the products obtained in high yields of up to 99%.

“The results may serve as a new stimulus for advanced research at the intersection of organic chemistry and nanoscience. Undoubtedly, the observation of complex chemical transformations by using electron microscopy in solution will become an inalienable part in the study of dynamic processes in organic chemistry and catalysis, whereas video recordings of chemical reactions will soon become a routine tool in the arsenal of chemists”, commented Prof. Ananikov. “Generalized application of this approach will help to study characteristics of each individual reaction in detail, which will enormously facilitate the improvement of currently available technologies for production of medicines, agrochemicals, functional materials and other practically useful substances.”

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