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Electrochemical strategies for C-H functionalization and C-N bond formation
KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry, Organic chemistry.ORCID iD: 0000-0002-6089-5454
2018 (English)In: Chemical Society Reviews, ISSN 0306-0012, E-ISSN 1460-4744, Vol. 47, no 15, p. 5786-5865Article, review/survey (Refereed) Published
Abstract [en]

Conventional methods for carrying out carbon-hydrogen functionalization and carbon-nitrogen bond formation are typically conducted at elevated temperatures, and rely on expensive catalysts as well as the use of stoichiometric, and perhaps toxic, oxidants. In this regard, electrochemical synthesis has recently been recognized as a sustainable and scalable strategy for the construction of challenging carbon-carbon and carbon-heteroatom bonds. Here, electrosynthesis has proven to be an environmentally benign, highly effective and versatile platform for achieving a wide range of nonclassical bond disconnections via generation of radical intermediates under mild reaction conditions. This review provides an overview on the use of anodic electrochemical methods for expediting the development of carbon-hydrogen functionalization and carbon-nitrogen bond formation strategies. Emphasis is placed on methodology development and mechanistic insight and aims to provide inspiration for future synthetic applications in the field of electrosynthesis.

Place, publisher, year, edition, pages
Royal Society of Chemistry, 2018. Vol. 47, no 15, p. 5786-5865
Keywords [en]
Electrolytic Partial Fluorination, Olefin Coupling Reactions, Regioselective Anodic Monofluorination, Solid-Supported Bases, Boron-Doped Diamond, Nucleophilic Aromatic-Substitution, Cation-Pool Method, Building Addressable Libraries, Generated Hypervalent Iodine, Diarylcarbenium Ion Pools
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:kth:diva-233275DOI: 10.1039/c7cs00619eISI: 000440433100006PubMedID: 29911724Scopus ID: 2-s2.0-85050912135OAI: oai:DiVA.org:kth-233275DiVA, id: diva2:1239064
Funder
Swedish Research Council, 637-2013-7314
Note

QC 20180816

Available from: 2018-08-15 Created: 2018-08-15 Last updated: 2018-08-15Bibliographically approved

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