Kinetically Controlled E-Selective Catalytic Olefin Metathesis

A significant shortcoming in olefin metathesis, a chemical process that is central to research in several branches of chemistry, is the complete lack of efficient methods that kinetically favor E-isomers in the product distribution. Now a team of chemists report in a recent issue of the journal Science (2016, 352, 569–575) that kinetically E-selective cross-metathesis reactions may be designed to generate thermodynamically disfavored alkenyl chlorides and fluorides in high yield and with exceptional stereoselectivity. The researchers demonstrate that with 1.0–5.0 mol % of a molybdenum-based catalyst, which may be delivered in the form of air- and moisture-stable paraffin pills soon to be commercially available by Aspira, Inc., reactions typically proceed to completion within four hours at ambient temperature. Many isomerically pure E-alkenyl chlorides, applicable to catalytic cross-coupling transformations and found in biologically active entities, thus become easily and directly accessible. Similarly, E-alkenyl fluorides can be synthesized from simpler compounds or more complex molecules.

See the recent publication by Richard Schrock and Amir Hoveyda:
Kinetically Controlled E-Selective Catalytic Olefin Metathesis

(Thach T. Nguyen, Ming Joo Koh, Xiao Shen, Filippo Romiti, Richard R. Schrock, Amir H. Hoveyda, Science, 2016, 352, 569–575)

13. February, 2017

Categories

Contact

XiMo AG (Headquarter)
Altsagenstrasse 3
CH-6048 Horw/Lucerne
Switzerland

www.ximo-inc.com


Mel Luetkens, CEO

Georg Fráter, COO


XiMo Hungary Ltd.,
Graphisoft Park 'DB' Bdg.
Záhony u. 7.
H-1031 Budapest


Levente Ondi, R&D Director,

Archives