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Wiley, Angewandte Chemie, 40(128), p. 12643-12647

DOI: 10.1002/ange.201606236

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Manganese(I)-Catalyzed C−H Activation: The Key Role of a 7-Membered Manganacycle in H-Transfer and Reductive Elimination

Journal article published in 2016 by Nasiru P. Yahaya, Kate M. Appleby, Magdalene Teh, Conrad Wagner, Erik Troschke, Joshua T. W. Bray, Simon B. Duckett, L. Anders Hammarback ORCID, Jonathan S. Ward, Jessica Milani, Natalie E. Pridmore, Adrian C. Whitwood, Jason M. Lynam, Ian J. S. Fairlamb ORCID
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

Manganese-catalyzed C−H bond activation chemistry is emerging as a powerful and complementary method for molecular functionalization. A highly reactive seven-membered MnIintermediate is detected and characterized that is effective for H-transfer or reductive elimination to deliver alkenylated or pyridinium products, respectively. The two pathways are determined at MnIby judicious choice of an electron-deficient 2-pyrone substrate containing a 2-pyridyl directing group, which undergoes regioselective C−H bond activation, serving as a valuable system for probing the mechanistic features of Mn C−H bond activation chemistry.