Forum for Science, Industry and Business

Sponsored by:     3M 
Search our Site:

 

Strong odour challenge of mercaptans

13.11.2015

Abstract: Pd/NHC Catalytic system, developed in the Ananikov laboratory, targeted on alternative technology of chemical utilization of organic sulfur species from crude oil (DOI: 10.1021/acscatal.5b01815).

Mercaptans or thiols are a special class of organic compounds that contains sulfur functional group, RSH. Various sulfur compounds are highly demanded in the formation of new materials in photonics, optics, pharmaceutical industry, organic chemistry, and nanotechnology.


Figure 1. A unique four-membered Pd2S2 ring created in the catalytic chemistry.


Figure 2. Tricky sulfur chemistry at a glance.

Sulfur derivatives are, by far, the richest fossil source of functional molecules available in nature. Indeed, a diversity of sulfur species is present as contaminants in crude oil. Unfortunately, there are still no efficient technological tools to separate sulfur compounds from crude oil and utilize them in materials production. Petroleum industry wastes billions of tones of valuable compounds, which are annually destroyed to elemental sulfur.

It is a well-known fact that humans are very sensitive to thiols. Small molecular thiols have an extremely unpleasant smell, which even in trace-level concentration (1-5 parts per billion) can be easily detected by human’s nose.

A unique palladium catalyst was developed in the laboratory of Prof. Ananikov at Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences. Pd complex with NHC ligand furnished chemical transformations of thiols into vinyl monomers, a useful component of new generation of polymeric materials. Even challenging EtSH and PrSH thiols were involved in the reaction and produced excellent outcome.

Chemical transformation was performed using atom–economic approach, which assures high yield and complete selectivity. This means that a pure product can be obtained just after completion of the reaction and isolation of the catalyst.

Mechanistic studies have revealed the key role of nuclearity of transition metal complexes (Figure 2) in the catalytic cycle. Monometallic Pd complex mediated quick reaction, where bimetallic Pd complex reacted much slower. The mechanistic findings are connected to the catalyst evolution problem and to the role of nucleation to nanoparticles revealed by this group earlier (doi: 10.1021/jo402038p).

Upon addition to alkynes, thiols were efficiently converted to vinyl thioethers – stable monomenrs, which are easy to handle and do not have an unpleasant odour.

Here comes the logical solution to many chemical dilemmas: a right catalyst may turn even unpleasant chemicals into valuable and friendly products.


The article «Pd-NHC Catalytic System for the Efficient Atom-Economic Synthesis of Vinyl Sulfides from Tertiary, Secondary, or Primary Thiols» by Evgeniya Degtyareva, Julia Burykina, Artem Fakhrutdinov, Evgeniy Gordeev, Victor Khrustalev, and Valentine Ananikov was published in ACS Catalysis journal published by American Chemical Society.

Reference: ACS Catal. 2015, 5, 7208−7213; DOI: 10.1021/acscatal.5b01815

On-line link: http://dx.doi.org/10.1021/acscatal.5b01815

Anna Mikhailova | Ananikov Laboratory, Prof. Valentine P. Ananikov

More articles from Materials Sciences:

nachricht In borophene, boundaries are no barrier
17.07.2018 | Rice University

nachricht Research finds new molecular structures in boron-based nanoclusters
13.07.2018 | Brown University

All articles from Materials Sciences >>>

The most recent press releases about innovation >>>

Die letzten 5 Focus-News des innovations-reports im Überblick:

Im Focus: First evidence on the source of extragalactic particles

For the first time ever, scientists have determined the cosmic origin of highest-energy neutrinos. A research group led by IceCube scientist Elisa Resconi, spokesperson of the Collaborative Research Center SFB1258 at the Technical University of Munich (TUM), provides an important piece of evidence that the particles detected by the IceCube neutrino telescope at the South Pole originate from a galaxy four billion light-years away from Earth.

To rule out other origins with certainty, the team led by neutrino physicist Elisa Resconi from the Technical University of Munich and multi-wavelength...

Im Focus: Magnetic vortices: Two independent magnetic skyrmion phases discovered in a single material

For the first time a team of researchers have discovered two different phases of magnetic skyrmions in a single material. Physicists of the Technical Universities of Munich and Dresden and the University of Cologne can now better study and understand the properties of these magnetic structures, which are important for both basic research and applications.

Whirlpools are an everyday experience in a bath tub: When the water is drained a circular vortex is formed. Typically, such whirls are rather stable. Similar...

Im Focus: Breaking the bond: To take part or not?

Physicists working with Roland Wester at the University of Innsbruck have investigated if and how chemical reactions can be influenced by targeted vibrational excitation of the reactants. They were able to demonstrate that excitation with a laser beam does not affect the efficiency of a chemical exchange reaction and that the excited molecular group acts only as a spectator in the reaction.

A frequently used reaction in organic chemistry is nucleophilic substitution. It plays, for example, an important role in in the synthesis of new chemical...

Im Focus: New 2D Spectroscopy Methods

Optical spectroscopy allows investigating the energy structure and dynamic properties of complex quantum systems. Researchers from the University of Würzburg present two new approaches of coherent two-dimensional spectroscopy.

"Put an excitation into the system and observe how it evolves." According to physicist Professor Tobias Brixner, this is the credo of optical spectroscopy....

Im Focus: Chemical reactions in the light of ultrashort X-ray pulses from free-electron lasers

Ultra-short, high-intensity X-ray flashes open the door to the foundations of chemical reactions. Free-electron lasers generate these kinds of pulses, but there is a catch: the pulses vary in duration and energy. An international research team has now presented a solution: Using a ring of 16 detectors and a circularly polarized laser beam, they can determine both factors with attosecond accuracy.

Free-electron lasers (FELs) generate extremely short and intense X-ray flashes. Researchers can use these flashes to resolve structures with diameters on the...

All Focus news of the innovation-report >>>

Anzeige

Anzeige

VideoLinks
Industry & Economy
Event News

Leading experts in Diabetes, Metabolism and Biomedical Engineering discuss Precision Medicine

13.07.2018 | Event News

Conference on Laser Polishing – LaP: Fine Tuning for Surfaces

12.07.2018 | Event News

11th European Wood-based Panel Symposium 2018: Meeting point for the wood-based materials industry

03.07.2018 | Event News

 
Latest News

Microscopic trampoline may help create networks of quantum computers

17.07.2018 | Information Technology

In borophene, boundaries are no barrier

17.07.2018 | Materials Sciences

The role of Sodium for the Enhancement of Solar Cells

17.07.2018 | Power and Electrical Engineering

VideoLinks
Science & Research
Overview of more VideoLinks >>>