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 Strange but true: Turning a material upside down can sometimes make it softer
20.10.2017 | Universitat Autonoma de Barcelona

nachricht Metallic nanoparticles will help to determine the percentage of volatile compounds
20.10.2017 | Lomonosov Moscow State 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: Neutron star merger directly observed for the first time

University of Maryland researchers contribute to historic detection of gravitational waves and light created by event

On August 17, 2017, at 12:41:04 UTC, scientists made the first direct observation of a merger between two neutron stars--the dense, collapsed cores that remain...

Im Focus: Breaking: the first light from two neutron stars merging

Seven new papers describe the first-ever detection of light from a gravitational wave source. The event, caused by two neutron stars colliding and merging together, was dubbed GW170817 because it sent ripples through space-time that reached Earth on 2017 August 17. Around the world, hundreds of excited astronomers mobilized quickly and were able to observe the event using numerous telescopes, providing a wealth of new data.

Previous detections of gravitational waves have all involved the merger of two black holes, a feat that won the 2017 Nobel Prize in Physics earlier this month....

Im Focus: Smart sensors for efficient processes

Material defects in end products can quickly result in failures in many areas of industry, and have a massive impact on the safe use of their products. This is why, in the field of quality assurance, intelligent, nondestructive sensor systems play a key role. They allow testing components and parts in a rapid and cost-efficient manner without destroying the actual product or changing its surface. Experts from the Fraunhofer IZFP in Saarbrücken will be presenting two exhibits at the Blechexpo in Stuttgart from 7–10 November 2017 that allow fast, reliable, and automated characterization of materials and detection of defects (Hall 5, Booth 5306).

When quality testing uses time-consuming destructive test methods, it can result in enormous costs due to damaging or destroying the products. And given that...

Im Focus: Cold molecules on collision course

Using a new cooling technique MPQ scientists succeed at observing collisions in a dense beam of cold and slow dipolar molecules.

How do chemical reactions proceed at extremely low temperatures? The answer requires the investigation of molecular samples that are cold, dense, and slow at...

Im Focus: Shrinking the proton again!

Scientists from the Max Planck Institute of Quantum Optics, using high precision laser spectroscopy of atomic hydrogen, confirm the surprisingly small value of the proton radius determined from muonic hydrogen.

It was one of the breakthroughs of the year 2010: Laser spectroscopy of muonic hydrogen resulted in a value for the proton charge radius that was significantly...

All Focus news of the innovation-report >>>

Anzeige

Anzeige

Event News

ASEAN Member States discuss the future role of renewable energy

17.10.2017 | Event News

World Health Summit 2017: International experts set the course for the future of Global Health

10.10.2017 | Event News

Climate Engineering Conference 2017 Opens in Berlin

10.10.2017 | Event News

 
Latest News

Terahertz spectroscopy goes nano

20.10.2017 | Information Technology

Strange but true: Turning a material upside down can sometimes make it softer

20.10.2017 | Materials Sciences

NRL clarifies valley polarization for electronic and optoelectronic technologies

20.10.2017 | Interdisciplinary Research

VideoLinks
B2B-VideoLinks
More VideoLinks >>>