Recent Applications of Paired Electrolysis in Organic Synthesis

Israel Journal of Chemistry, Journal Year: 2023, Volume and Issue: 64(1-2)

Published: Sept. 27, 2023

Abstract Recent years have witnessed a renaissance of organic electrochemistry since the cheap, safe, sustainable electron could be employed as traceless redox agent to facilitate conversions. Additionally, divergent selectivity achieved by tuning potential or current electrochemical reaction. Compared electrooxidation electroreduction reactions, paired electrolysis represents more practical and energy‐efficient strategy that delivers products making use both anodic cathodic reactions simultaneously. This mini‐review summarized breakthroughs recent advances in this fascinating field mainly is divided into three parts: parallel, sequential, convergent electrolysis.

Language: Английский

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Regioselective 1,n-Diborylation of Alkylidenecyclopropanes Enabled by Catalysis with a Spirocyclic NHC Ir^III Pincer Complex

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(7), P. 5156 - 5166

Published: March 21, 2024

Alkylidenecyclopropanes (ACPs) contain a highly strained cyclopropane ring and an exomethylene group. The transition metal-catalyzed borylative difunctionalization of ACPs provides swift access to useful building blocks. However, most existing reactions lead 1,3-difunctionalization products. ring-opening 1,1-difunctionalization has not been reported. Herein, we report diborylation for the synthesis γ,δ-unsaturated 1,1-diborylated compounds using our developed SNIr-X catalyst. It represents rare progress in gem-diborylation ACPs. Combined experimental computational studies reveal substrate scope mechanism this transformation. 1,1-diborylation reaction proceeds via Ir(I)/Ir(III)-catalyzed borylation/Ir-migration/borylation process. Control experiments density functional theory (DFT) calculations indicate that direct hydrogen migration involving M–H species should be involved diaryl-substituted substrate, while monoaryl-substituted proceeded β-H elimination-induced chain-walking In addition, two other types substrates was investigated. Substituted methylenecyclopropanes (MCPs) produced 1,4-diborylated products, cyclopropyl-substituted gave 1,7-diborylation

Language: Английский

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Photocatalytic and Electrochemical Borylation and Silylation Reactions

The Chemical Record, Journal Year: 2023, Volume and Issue: 23(11)

Published: June 26, 2023

Abstract Due to their high versatility borylated and silylated compounds are inevitable synthons for organic chemists. To escape the classical hydroboration/hydrosilylation paradigm, chemists turned attention more modern green methods such as photoredox chemistry electrosynthesis. This account focuses on novel generation of boryl silyl radicals forge C−B C−Si bonds from our group.

Language: Английский

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Graphisches Inhaltsverzeichnis: Angew. Chem. 14/2023

Angewandte Chemie, Journal Year: 2023, Volume and Issue: 135(14)

Published: March 20, 2023

…of[3]catenane was induced by fitting the puzzle pieces.Intheir Research Article (202217002), JunT erao et al. report amethod for ligand-controlled structural switching of [3]catenane,w hich realized complexation metal ions on [3]catenane with added complementarily fitted organic ligands,like pieces in a jigsaw puzzle.T he high tailorability ligands offers multiple various sizes and numbers coordination sites,enabling multistate [3]catenane.Organic Electronics Spiroborate-based host materials triplet energies ambipolar charge-transport properties are reported Takuji Hatakeyama their Communication (e202217512).Carboranes B9-functionalized carboranylphosphines bulky electron-donating substituents display an extremely electron-releasing character,asr eported Evamarie Hey-Hawkins (e202218648).Thec ompounds exert ahigh steric demand, which allows mesityl derivatives to form stabilized phosphoniumyl radical cations.Batteries In (e202218745), Haiyan Zhang, Chunyi Zhi, Haiming Lv acovalent framework anode aqueous batteries acid-alkaline co-tolerance,long cycle life,and rate performance.

Language: Английский

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