Featured Research

from universities, journals, and other organizations

New salts for chemical 'soups'

Date:
September 2, 2011
Source:
Ludwig-Maximilians-Universität München
Summary:
Organozinc reagents are an important class of organometallic compounds with a wide range of applications. Chemists have now developed a novel route for the synthesis of so-called organozinc pivalates in a stable powdered form. They promise to be extremely useful in many industrial contexts.

Organozinc reagents are an important class of organometallic compounds with a wide range of applications. LMU chemists have developed a novel route for the synthesis of so-called organozinc pivalates in a stable powdered form. They promise to be extremely useful in many industrial contexts.

In order to meet future demands for new pharmaceuticals, innovative materials and agricultural pesticides, the chemical industry is dependent on the ongoing development of effective methods for the synthesis of complex organic compounds. Because they are so versatile, organometallic molecules are of special significance in this context. Among these, reagents containing zinc atoms have certain advantages over the corresponding organolithium or -magnesium compounds, as they are compatible with a broader array of functional groups.

LMU chemists led by Professor Paul Knochel have now developed a simple "one-pot" method for the economical synthesis of organozinc pivalates. Up until now, such functionalized organozinc compounds were only available in liquid form, and were difficult to transport and store due to their susceptibility to degradation upon contact with air or moisture.

The new synthetic route permits their formation as salt-stabilized solids, which can easily be recovered in powder form. "In this form, the reagents can be stored in an argon atmosphere for months without loss of activity," says Knochel. "They can even be exposed to air for short periods without risk of degradation or ignition."

One of the most prominent applications for organozinc reagents is their use for the so-called Negishi cross-coupling, a type of reaction that provides a simple means of linking carbon atoms together in a virtually unlimited variety of ways, and earned its discoverer a share of the Nobel Prize for Chemistry in 2010. "The new class of organozinc pivalates makes it possible to employ different solvents in the Negishi cross-coupling reaction and greatly extends the spectrum of coupling partners it can be applied to," says Sebastian Bernhardt, who is the lead author on the new study. "The new reagents contain magnesium salts, which also facilitate the addition of organozinc pivalates to carbonyl groups."

This opens the way to their use for a whole series of applications relevant to the industrial manufacture of fine chemicals. The new scheme for synthesis of these compounds is the subject of an international patent application.

The research is reported in Angewandte Chemie International Edition, early view (Aug. 24, 2011).


Story Source:

The above story is based on materials provided by Ludwig-Maximilians-Universität München. Note: Materials may be edited for content and length.


Journal Reference:

  1. Sebastian Bernhardt, Georg Manolikakes, Thomas Kunz and Paul Knochel. Preparation of Solid Salt-Stabilized Functionalized Organozinc Compounds and their Application to Cross-Coupling and Carbonyl Addition Reactions. Angewandte Chemie International Edition, 2011 DOI: 10.1002/anie.201104291

Cite This Page:

Ludwig-Maximilians-Universität München. "New salts for chemical 'soups'." ScienceDaily. ScienceDaily, 2 September 2011. <www.sciencedaily.com/releases/2011/08/110829114721.htm>.
Ludwig-Maximilians-Universität München. (2011, September 2). New salts for chemical 'soups'. ScienceDaily. Retrieved September 19, 2014 from www.sciencedaily.com/releases/2011/08/110829114721.htm
Ludwig-Maximilians-Universität München. "New salts for chemical 'soups'." ScienceDaily. www.sciencedaily.com/releases/2011/08/110829114721.htm (accessed September 19, 2014).

Share This



More Matter & Energy News

Friday, September 19, 2014

Featured Research

from universities, journals, and other organizations


Featured Videos

from AP, Reuters, AFP, and other news services

Virtual Reality Headsets Unveiled at Tokyo Game Show

Virtual Reality Headsets Unveiled at Tokyo Game Show

AFP (Sep. 18, 2014) — Several companies unveiled virtual reality headsets at the Tokyo Game Show, Asia's largest digital entertainment exhibition. Duration: 00:48 Video provided by AFP
Powered by NewsLook.com
Apple's iOS8 Includes New 'Killswitch' To Curb Theft

Apple's iOS8 Includes New 'Killswitch' To Curb Theft

Newsy (Sep. 18, 2014) — Apple's new operating system, iOS 8, comes with Apple's killswitch feature already activated, unlike all the models before it. Video provided by Newsy
Powered by NewsLook.com
Stocks Hit All-Time High as Fed Holds Steady

Stocks Hit All-Time High as Fed Holds Steady

AP (Sep. 17, 2014) — The Federal Reserve signaled Wednesday that it plans to keep a key interest rate at a record low because a broad range of U.S. economic measures remain subpar. Stocks hit an all-time high on the news. (Sept. 17) Video provided by AP
Powered by NewsLook.com
Space Race Pits Bezos Vs Musk

Space Race Pits Bezos Vs Musk

Reuters - Business Video Online (Sep. 16, 2014) — Amazon CEO Jeff Bezos' startup will team up with Boeing and Lockheed to develop rocket engines as Elon Musk races to have his rockets certified. Fred Katayama reports. Video provided by Reuters
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:
from the past week

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