The transition-metal-catalyst-free oxidative homocoupling of organomanganese reagents prepared by the insertion of magnesium into organic halides in the presence of MnCl2·2LiCl

Zhihua Peng; Na Li; Xinyang Sun; Fang Wang; Lanjian Xu; Cuiyu Jiang; Linhua Song; Zi-Feng Yan

doi:10.1039/C4OB01235F

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The transition-metal-catalyst-free oxidative homocoupling of organomanganese reagents prepared by the insertion of magnesium into organic halides in the presence of MnCl₂·2LiCl†

Zhihua Peng,*^a Na Li,^a Xinyang Sun,^a Fang Wang,^a Lanjian Xu,^a Cuiyu Jiang,^a Linhua Song^a and Zi-Feng Yan^a

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* Corresponding authors

^a Department of Chemistry, China University of Petroleum, Qingdao, 266580, P. R. China
E-mail: zpech@upc.edu.cn
Fax: +86532 8698 3374
Tel: +86532 8698 3374

Abstract

Organomanganese reagents were prepared by the insertion of magnesium into aryl halides in the presence of MnCl₂·2LiCl. These organomanganese reagents smoothly undergo 1,2-addition, acylation, and Pd-catalyzed cross-coupling with various electrophiles. Especially, the oxidative homocoupling of organomanganese reagents was completed in one pot without an additional transition-metal catalyst.

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Article information

DOI: https://doi.org/10.1039/C4OB01235F
Article type: Paper
Submitted: 14 Jun 2014
Accepted: 08 Aug 2014
First published: 08 Aug 2014

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Org. Biomol. Chem., 2014,12, 7800-7809

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The transition-metal-catalyst-free oxidative homocoupling of organomanganese reagents prepared by the insertion of magnesium into organic halides in the presence of MnCl₂·2LiCl

Z. Peng, N. Li, X. Sun, F. Wang, L. Xu, C. Jiang, L. Song and Z. Yan, Org. Biomol. Chem., 2014, 12, 7800 DOI: 10.1039/C4OB01235F

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Organic & Biomolecular Chemistry