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

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.

Metadata

Item Type:	Article
Authors/Creators:	Yahaya, Nasiru P. Appleby, Kate M. (kma507@york.ac.uk) Teh, Magdalene Wagner, Conrad Troschke, Erik Bray, Joshua T W https://orcid.org/0000-0003-2384-9675 Duckett, Simon B. https://orcid.org/0000-0002-9788-6615 Hammarback, L. Anders Ward, Jonathan S. Milani, Jessica Pridmore, Natalie E. Whitwood, Adrian C. Lynam, Jason M. https://orcid.org/0000-0003-0103-9479 Fairlamb, Ian J S https://orcid.org/0000-0002-7555-2761
Copyright, Publisher and Additional Information:	© 2016, The Authors.
Keywords:	catalysis,C−H activation,functionalization,manganese,sustainability
Dates:	Published: 26 September 2016 Published (online): 7 September 2016 Accepted: 7 September 2016
Institution:	The University of York
Academic Units:	The University of York > Faculty of Sciences (York) > Chemistry (York)
Funding Information:	Funder Grant number EPSRC EP/H011455/1
Depositing User:	Pure (York)
Date Deposited:	05 Oct 2016 09:29
Last Modified:	01 Jan 2025 00:08
Published Version:	https://doi.org/10.1002/anie.201606236
Status:	Published
Refereed:	Yes
Identification Number:	10.1002/anie.201606236
Related URLs:	http://www.scopus.com/inward/record.url?...
Open Archives Initiative ID (OAI ID):	oai:eprints.whiterose.ac.uk:105600