Improving the Halogen-Magnesium Exchange by using New Turbo-Grignard Reagents

Ziegler, Dorothee S.; Wei, Baosheng and Knochel, Paul (2019): Improving the Halogen-Magnesium Exchange by using New Turbo-Grignard Reagents. In: Chemistry-A European Journal, Vol. 25, No. 11: pp. 2695-2703

Abstract

This Minireview describes the scope of the halogen-magnesium exchange. It shows that the use of the turbo-Grignard reagent (iPrMgCl.LiCl) greatly enhances the rate of the Br- and I-Mg exchange. Furthermore, this magnesium reagent allows the performance of a fast sulfoxide-magnesium exchange. Also, the use of sBuMgOR.LiOR (R=2-ethylhexyl) enables a Br-Mg exchange in toluene leading to various Grignard reagents in toluene. Additionally, the new exchange reagent sBu(2)Mg.2 LiOR (R=2-ethylhexyl) further increases the rate of the halogen-magnesium exchange allowing one to perform a chlorine-magnesium exchange for aromatic chlorides bearing an ortho-methoxy substituent in toluene.

• Item Type: Journal article
• Faculties: Chemistry and Pharmacy > Department of Chemistry
• Subjects: 500 Science > 540 Chemistry
• ISSN: 0947-6539
• Language: English