Combinatorial micro-electrochemistry. Part 5. Electrosynthesis screening of the electroreductive coupling of ,-unsaturated esters and allyl bromides in a room temperature ionic liquid

Schwarz, Markus; Speiser, Bernd

doi:10.1016/j.electacta.2009.01.078

Cited by 8 publications

(8 citation statements)

References 31 publications

(56 reference statements)

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“…701–703 Additionally, electrochemical reduction of allyl halides has also found applications in conjugate additions with α , β -unsaturated esters. 704,705 …”

Section: Cathodic Reductionmentioning

confidence: 99%

Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance

2017

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“…701–703 Additionally, electrochemical reduction of allyl halides has also found applications in conjugate additions with α , β -unsaturated esters. 704,705 …”

Section: Cathodic Reductionmentioning

confidence: 99%

Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance

2017

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“…Depending on whether the ester or the allyl bromide is easier to be reduced, two alternative reaction mechanisms have been suggested (Scheme 11). The results have been compared with those ones obtained using DMF as solvent [25].…”

Section: Methodsmentioning

confidence: 97%

The Double Role of Ionic Liquids in Electroorganic Synthesis: Green Solvents and Precursors of N-Heterocyclic Carbenes

Feroci¹,

Orsini²,

Rossi³

et al. 2012

COS

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Frequently, in spite of the use of a green reagent (the electron), the electrochemical methodologies are unable, owing to the presence of VOCs-supporting electrolytes solutions, to suggest very eco-friendly and competitive procedures of organic synthesis. In this paper, the possible utilization of room temperature ionic liquids, RTILs, as environmental-friendly solvents, instead of volatile and toxic solvents VOCs containing massive quantities of supporting electrolytes, has been reported. In addition, some new procedures of electroorganic synthesis, concerning the double role of RTILs as green solvents and precursors of electrogenerated N-heterocyclic carbenes (as organocatalysts and bases) have been emphasized

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“…Although it was first used to build structure–activity relationships for conducting polymers, this analytical method was later applied to the automated screening of Ru(II) hydrogenation catalysts . In addition to cyclic voltammetry, this system was adapted for the microscale electrochemical synthesis of combinatorial compound libraries, including iminoquinol ethers and triazolopyridinium ions, as well as the electroreductive coupling of α,β-unsaturated esters and allyl bromides . These compounds were synthesized on a 200 μL reaction scale in a microtiter plate, with reaction progress monitored by steady-state voltammetry and product formation screened by HPLC–MS.…”

Section: Recent History and State Of The Art Of Batch Electrochemical...mentioning

confidence: 99%

High-Throughput Electrochemistry: State of the Art, Challenges, and Perspective

Wills

Charvet

Battilocchio

et al. 2021

Org. Process Res. Dev.

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Electrochemical transformations involve complex parameter interactions, ranging from universal chemistry variables such as solvent and reagents to specialist factors including electrode material and current density. Hence, the development of a robust and scale-independent electrochemical reaction can currently be a challenge. High-throughput experimentation (HTE) is an enabling method for reaction optimization and robustness testing. Here we provide an industrial and academic perspective on the state of the art of the combination of HTE with electrochemical reaction optimization for applications, including scale-up. We then present our vision for a future in which HTE reduces barriers to wide adoption of electrochemistry across the field of chemical synthesis.

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Combinatorial micro-electrochemistry. Part 5. Electrosynthesis screening of the electroreductive coupling of ,-unsaturated esters and allyl bromides in a room temperature ionic liquid

Cited by 8 publications

References 31 publications

Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance

Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance

The Double Role of Ionic Liquids in Electroorganic Synthesis: Green Solvents and Precursors of N-Heterocyclic Carbenes

High-Throughput Electrochemistry: State of the Art, Challenges, and Perspective

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