Cyrille, Kiaku, Kaltenberger, Simon, Raydan, Daniel, Morlacci, Valerio, Claringbold, Bini, Goodall, Charles A. I., Palombi, Laura, Poole, Darren L. and Lam, Kevin ORCID: https://orcid.org/0000-0003-1481-9212 (2024) eEtherification: an electrochemical strategy toward the synthesis of sterically hindered dialkyl ethers from activated alcohols. Organic Letters. ISSN 1523-7060 (Print), 1523-7052 (Online) (doi:10.1021/acs.orglett.4c04093)

	PDF (Author's Accepted Manuscript) 48974 LAM_eEtherification_An_Electrochemical_Strategy_Toward_The_Synthesis_Of_Sterically_Hindered_Dialkyl_Ethers_(AAM)_2024.pdf - Accepted Version Restricted to Repository staff only until 18 December 2025. Download (511kB) | Request a copy
	PDF (Supporting Information) 48974 LAM_eEtherification_An_Electrochemical_Strategy_Toward_The_Synthesis_Of_Sterically_Hindered_Dialkyl_Ethers_(SUPPORTING INFO)_2024.pdf - Supplemental Material Restricted to Repository staff only until 18 December 2025. Download (8MB) | Request a copy

Abstract

Traditional etherification methods, although staples in synthetic chemistry, often fall short in the efficient construction of sterically hindered dialkyl ethers, especially under mild and practical conditions. Recent advances have attempted to address these limitations, typically relying on transition metal catalysts, external reductants, or harsh reaction conditions. In this work, we disclose a novel electrochemical approach that enables the synthesis of sterically hindered ethers from economically relevant and readily accessible alcohols without the need for sacrificial oxidants. Our protocol exploits mild conditions to generate reactive carbocations, which are subsequently captured by alcohol nucleophiles to yield the desired ethers. This method is cost-effective, practical, and broad in scope, providing a valuable addition to chemists’ synthetic toolkit for ether synthesis.

Item Type:	Article
Uncontrolled Keywords:	etherification, electrosynthesis, oxalates, oxidation, carbocation
Subjects:	Q Science > Q Science (General) Q Science > QD Chemistry T Technology > T Technology (General)
Faculty / School / Research Centre / Research Group:	Faculty of Engineering & Science Faculty of Engineering & Science > School of Science (SCI)
Related URLs:	https://pubs.acs.org/doi/abs/10.1021/acs...
Last Modified:	18 Dec 2024 13:41
URI:	http://gala.gre.ac.uk/id/eprint/48974

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