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Highly reactive gold carbene complex shines in emerald green

Date:
July 8, 2014
Source:
Heidelberg, Universität
Summary:
With a chemical "trick," scientists have succeeded in isolating a stable gold carbene complex. Chemists have now created the basis for directly examining the otherwise unstable gold-carbon double bond. They explain that highly reactive gold carbene molecules play an important role in landmark catalyzing processes taking place at high speed.

Gold carbene model: The Au=C double bond in the gold carbene compound is the bond between the large golden atom in the middle and the slightly greenish atom below. The position of the atoms was derived from an x-ray crystal structure analysis.
Credit: Copyright Matthias Hussong and Bernd F. Straub, Heidelberg University

With a chemical "trick," scientists at Heidelberg University have succeeded in isolating a stable gold carbene complex. Chemist Prof. Dr. Bernd F. Straub and his team are the first to have created the basis for directly examining the otherwise unstable gold-carbon double bond. Prof. Straub explains that highly reactive gold carbene molecules play an important role in landmark catalysing processes taking place at high speed. The research findings have been published in the German and the international edition of Angewandte Chemie, a journal on applied and fundamental chemistry.

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Chemical reactions can be accelerated with the aid of catalysts; consequently materials and pharmaceuticals can be manufactured from the raw materials of nature. The study of gold compounds in catalytic processes has proved particularly intensive and successful, according to Prof. Straub. "In numerous scientific studies in the last ten years, experts have been proposing gold carbenes as essential short-lived intermediates in catalytic reactions," the Heidelberg researcher explains. However, with their high reactivity they escape detailed study: hardly has a gold carbene fragment consisting of the elements gold and carbon emerged -- Au for aurum and C for carbon -- when it continues to react.

In order to first create a stable complex and isolate a gold carbene structure for research, the two elements were "lured into a cage like a hungry tiger with a bait," says Matthias Hussong, who is working on his doctoral dissertation in Prof. Straub's team. The researchers first shielded the gold and carbon from its environment by surrounding them with low-reactive, space-filling chemical groups. Then the two elements were bonded in a carefully planned step -- and so the Au=C fragment was "caught" in the gold carbene complex.

The chemists were able to impart "an amazing stability" to the gold carbene, says Prof. Straub -- and at the same time to make it literally visible. "Almost all gold complexes are colourless, while the 'stable' gold carbene is emerald green," states the scientist, who heads a research group at Heidelberg University's Institute of Organic Chemistry. Further Heidelberg studies showed that gold in its compounds is more than a "soft proton," as the chemical behaviour of gold had been described to date.

If the gold fragment is replaced by a "real" proton, e.g. the nucleus of hydrogen, the lightest element, this analogous protonated carbene displays a reddish purple colour. "The gold in the gold carbene complex behaves differently from a proton -- that is very clear to the eye," states Prof. Straub. He and his team are now continuing to explore the understanding of gold catalysis, with the aim of using these findings to make catalytic processes more efficient.


Story Source:

The above story is based on materials provided by Heidelberg, Universität. Note: Materials may be edited for content and length.


Journal References:

  1. Hussong, M. W., Rominger, F., Krämer, P. und Straub, B. F. Isolierung eines nicht-Heteroatom-stabilisierten Goldcarbens. Angew. Chem., 2014 DOI: 10.1002/ange.20140403
  2. Matthias W. Hussong, Frank Rominger, Petra Krämer, Bernd F. Straub. Isolation of a Non-Heteroatom-Stabilized Gold-Carbene Complex. Angewandte Chemie International Edition, 2014; DOI: 10.1002/anie.201404032

Cite This Page:

Heidelberg, Universität. "Highly reactive gold carbene complex shines in emerald green." ScienceDaily. ScienceDaily, 8 July 2014. <www.sciencedaily.com/releases/2014/07/140708121554.htm>.
Heidelberg, Universität. (2014, July 8). Highly reactive gold carbene complex shines in emerald green. ScienceDaily. Retrieved October 25, 2014 from www.sciencedaily.com/releases/2014/07/140708121554.htm
Heidelberg, Universität. "Highly reactive gold carbene complex shines in emerald green." ScienceDaily. www.sciencedaily.com/releases/2014/07/140708121554.htm (accessed October 25, 2014).

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