Featured Research

from universities, journals, and other organizations

A bit of boron, a pinch of palladium: One-stop shop for the Suzuki reaction

Date:
August 2, 2011
Source:
Ludwig-Maximilians-Universitaet Muenchen (LMU)
Summary:
Thanks to chemists in Munich, a crucial type of intermediate in the so-called Suzuki reaction can now be synthesized using an economical "one-pot" strategy. These compounds are used on an industrial scale to make the carbon scaffolds that form the basis of useful drugs and innovative materials.

Thanks to a team of chemists from Ludwig-Maximilians-Universitaet (LMU) in Munich, a crucial type of intermediate in the so-called Suzuki reaction can now be synthesized using an economical “one-pot” strategy. These compounds are used on an industrial scale to make the carbon scaffolds that form the basis of useful drugs and innovative materials.

Related Articles


Carbon-containing compounds are at the heart of organic chemistry, and carbon is the basis of all living matter. However, the so-called Suzuki reaction provides a simple means of creating carbon-carbon bonds to form compounds that can serve as the starting points for the synthesis of an infinite variety of organic molecules. A team of researchers led by LMU chemist Professor Paul Knochel has recently developed a practical and general method for the synthesis of a class of intermediates that readily undergo the Suzuki reaction.

"The new method is broadly applicable to diverse starting compounds and is very economical because it produces very few unwanted byproducts," says Knochel. "It should also be of great interest in an industrial setting, where Suzuki reactions are used in the development of medicinal compounds and novel materials such as liquid crystals for display screens."

The Suzuki reaction -- which involves the use of palladium to catalyze the cross-coupling of organoboron compounds with organic halogen-containing molecules -- makes it possible to link carbon atoms together in a very straightforward way. The products of the reaction can then be utilized for the construction of a virtually unlimited number of organic substances. The Suzuki reaction thus forms the basis for the synthesis of novel drugs and innovative materials. Akira Suzuki was awarded the Nobel Prize in Chemistry for his discovery of the reaction that bears his name.

Knochel and his team were hoping to extend the applicability of the reaction by finding an easy, economical and general way to synthesize the necessary organoboron compounds so that they could be used in Suzuki reactions without further purification. "We were able to optimize the process in such a way that the boronates can be made in a one-pot reaction," says Christoph Sδmann, who made a major contribution to the study. "The method works well under very mild conditions, is compatible with many different functional groups and can therefore be applied to a wide range of compounds."

In contrast to the organoboronates that have been used so far, the products generated via the new synthetic route have two organic groups attached to the boron atom, and both can be transferred, without loss, in the course of the subsequent Suzuki reaction. "This significantly improves overall yields, making the reaction much more economical," says Knochel. "The new reaction also produces less waste, which is an especially important consideration in industrial applications."


Story Source:

The above story is based on materials provided by Ludwig-Maximilians-Universitaet Muenchen (LMU). Note: Materials may be edited for content and length.


Journal Reference:

  1. Benjamin A. Haag, Christoph Sδmann, Anukul Jana, Paul Knochel. Practical One-Pot Preparation of Magnesium Di(hetero)aryl- and Magnesium Dialkenylboronates for Suzuki-Miyaura Cross-Coupling Reactions. Angewandte Chemie International Edition, 2011; 50 (32): 7290 DOI: 10.1002/anie.201103022

Cite This Page:

Ludwig-Maximilians-Universitaet Muenchen (LMU). "A bit of boron, a pinch of palladium: One-stop shop for the Suzuki reaction." ScienceDaily. ScienceDaily, 2 August 2011. <www.sciencedaily.com/releases/2011/08/110801114123.htm>.
Ludwig-Maximilians-Universitaet Muenchen (LMU). (2011, August 2). A bit of boron, a pinch of palladium: One-stop shop for the Suzuki reaction. ScienceDaily. Retrieved February 28, 2015 from www.sciencedaily.com/releases/2011/08/110801114123.htm
Ludwig-Maximilians-Universitaet Muenchen (LMU). "A bit of boron, a pinch of palladium: One-stop shop for the Suzuki reaction." ScienceDaily. www.sciencedaily.com/releases/2011/08/110801114123.htm (accessed February 28, 2015).

Share This


More From ScienceDaily



More Matter & Energy News

Saturday, February 28, 2015

Featured Research

from universities, journals, and other organizations


Featured Videos

from AP, Reuters, AFP, and other news services

Elon Musk's Hyperloop Moves Forward

Elon Musk's Hyperloop Moves Forward

Buzz60 (Feb. 27, 2015) — Zipping around at 800-miles an hour is coming closer to reality in California. An entire town is being built around Elon Musk&apos;s Hyperloop concept and it wants you to stop in for a ride when it&apos;s ready. Brett Larson is on board. Video provided by Buzz60
Powered by NewsLook.com
Vibrating Bicycle Senses Traffic

Vibrating Bicycle Senses Traffic

Reuters - Innovations Video Online (Feb. 26, 2015) — Dutch scientists have developed a smart bicycle that uses sensors, wireless technology and video to warn riders of traffic dangers. Ben Gruber reports. Video provided by Reuters
Powered by NewsLook.com
In Japan, Robot Dogs Are for Life -- And Death

In Japan, Robot Dogs Are for Life -- And Death

AFP (Feb. 25, 2015) — Robot dogs are the perfect pet for some in Japan who go to repairmen-turned-vets when their pooch breaks down - while a full Buddhist funeral ceremony awaits those who don&apos;t make it. Duration: 02:40 Video provided by AFP
Powered by NewsLook.com
London Show Dissects History of Forensic Science

London Show Dissects History of Forensic Science

AFP (Feb. 25, 2015) — Forensic science, which has fascinated generations with its unravelling of gruesome crime mysteries, is being put under the microscope in an exhibition of real criminal investigations in London. Duration: 00:53 Video provided by AFP
Powered by NewsLook.com

Search ScienceDaily

Number of stories in archives: 140,361

Find with keyword(s):
 
Enter a keyword or phrase to search ScienceDaily for related topics and research stories.

Save/Print:
Share:  

Breaking News:

Strange & Offbeat Stories

 

Space & Time

Matter & Energy

Computers & Math

In Other News

... from NewsDaily.com

Science News

Health News

Environment News

Technology News



Save/Print:
Share:  

Free Subscriptions


Get the latest science news with ScienceDaily's free email newsletters, updated daily and weekly. Or view hourly updated newsfeeds in your RSS reader:

Get Social & Mobile


Keep up to date with the latest news from ScienceDaily via social networks and mobile apps:

Have Feedback?


Tell us what you think of ScienceDaily -- we welcome both positive and negative comments. Have any problems using the site? Questions?
Mobile iPhone Android Web
Follow Facebook Twitter Google+
Subscribe RSS Feeds Email Newsletters
Latest Headlines Health & Medicine Mind & Brain Space & Time Matter & Energy Computers & Math Plants & Animals Earth & Climate Fossils & Ruins