Featured Research

from universities, journals, and other organizations

Chemists devise better way to prepare workhorse molecules

Date:
June 10, 2011
Source:
University of Wisconsin-Madison
Summary:
Scientists report a new environmentally friendly way to make substituted aromatic molecules that can be customized for different industrial needs.

In chemistry, so-called aromatic molecules compose a large and versatile family of chemical compounds that are the stuff of pharmaceuticals, electronic materials and consumer products ranging from sunscreen to plastic soda bottles.

Writing in the current online issue (June 9) of the journal Science, a team led by University of Wisconsin-Madison chemistry Professor Shannon Stahl reports a new, environmentally friendly way to make substituted aromatic molecules that can be customized for different industrial needs.

As college chemistry students know, aromatic molecules have a special stability conferred by a ring of six carbon atoms with alternating single and double bonds. "The ultimate utility of these molecules depends on the chemical groups attached at the corners of this hexagonal platform," explains Stahl. "Interest in preparing substituted aromatic molecules traces back to the dawn of organic chemistry."

In fact, the 2010 Nobel Prize in Chemistry was awarded for catalytic chemical reactions that allow the introduction of specific groups to the periphery of aromatic molecules. These methods, and older traditional methods, rely on modifying an existing aromatic molecule, Stahl explains. But the stability of aromatic molecules can make such approaches difficult, and existing methods also have many limitations in the types and patterns of chemical groups that can be installed.

The method devised by Stahl and Wisconsin colleagues Yusuke Izawa and Doris Pun owes its success to the discovery of a new palladium catalyst. The catalyst gives chemists a way to peel off hydrogen from cyclic molecules to form aromatic products with the desired substitution patterns already in place. The hydrogen removed by the palladium catalyst is combined with oxygen, and water is formed as the only byproduct.

The Wisconsin team demonstrated the utility and efficiency of the new process on phenols, aromatic compounds that are produced on a large scale as precursors to many kinds of industrial materials and pharmaceutical agents. While the new catalytic method can be used to make a broad spectrum of aromatic molecules of interest to science and industry, the new work will be of most immediate practical use to drug companies, according to Stahl. For example, an anticancer agent that was difficult to make using previously known methods was efficiently produced using the strategy devised by the team.

Stahl notes that the work published June 9 in Science will require more development before it is suitable for large-scale industrial production, but he emphasizes that concepts introduced by the new work will have broad utility. "Many new catalysts, reaction conditions and target molecules can be envisioned. Overall, this route to substituted aromatic molecules has a lot of potential," he says.

The new study was supported by grants from the U.S. National Institutes of Health, the Mitsubishi Chemical Corp. and the U.S. National Science Foundation.


Story Source:

The above story is based on materials provided by University of Wisconsin-Madison. Note: Materials may be edited for content and length.


Journal Reference:

  1. Yusuke Izawa, Doris Pun and Shannon S. Stahl. Palladium-Catalyzed Aerobic Dehydrogenation of Substituted Cyclohexanones to Phenols. Science, 9 June 2011 DOI: 10.1126/science.1204183

Cite This Page:

University of Wisconsin-Madison. "Chemists devise better way to prepare workhorse molecules." ScienceDaily. ScienceDaily, 10 June 2011. <www.sciencedaily.com/releases/2011/06/110609141544.htm>.
University of Wisconsin-Madison. (2011, June 10). Chemists devise better way to prepare workhorse molecules. ScienceDaily. Retrieved September 22, 2014 from www.sciencedaily.com/releases/2011/06/110609141544.htm
University of Wisconsin-Madison. "Chemists devise better way to prepare workhorse molecules." ScienceDaily. www.sciencedaily.com/releases/2011/06/110609141544.htm (accessed September 22, 2014).

Share This



More Matter & Energy News

Monday, September 22, 2014

Featured Research

from universities, journals, and other organizations


Featured Videos

from AP, Reuters, AFP, and other news services

Company Copies Keys From Photos

Company Copies Keys From Photos

Newsy (Sep. 22, 2014) A new company allows customers to make copies of keys by simply uploading a couple of photos. But could it also be great for thieves? Video provided by Newsy
Powered by NewsLook.com
Rockefeller Oil Heirs Switching To Clean Energy

Rockefeller Oil Heirs Switching To Clean Energy

Newsy (Sep. 22, 2014) The Rockefellers — heirs to an oil fortune that made the family name a symbol of American wealth — are switching from fossil fuels to clean energy. Video provided by Newsy
Powered by NewsLook.com
Raw: SpaceX Rocket Carries 3-D Printer to Space

Raw: SpaceX Rocket Carries 3-D Printer to Space

AP (Sep. 22, 2014) A SpaceX Rocket launched from Cape Canaveral, carrying a custom-built 3-D printer into space. NASA envisions astronauts one day using the printer to make their own spare parts. (Sept. 22) Video provided by AP
Powered by NewsLook.com
Inside London's Massive Sewer Tunnel Project

Inside London's Massive Sewer Tunnel Project

AP (Sep. 22, 2014) Billions of dollars are being spent on a massive super sewer to take away London's vast output of waste, which is endangering the River Thames. (Sept. 22) Video provided by AP
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