Active Molybdenum‐Based Anode for Dehydrogenative Coupling Reactions

Beil, Sebastian B.; Müller, Timo; Sillart, Sydney B.; Franzmann, P.D.; Bomm, Alexander; Holtkamp, Michael; Kärst, Uwe; Schade, Wolfgang; Waldvogel, Siegfried R.

doi:10.1002/anie.201712718

Cited by 61 publications

(52 citation statements)

References 57 publications

(6 reference statements)

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“…[1] Recently,s ignificant momentum was gained by the merger of electrocatalysis with organometallic [2] CÀHa ctivation. [1] Recently,s ignificant momentum was gained by the merger of electrocatalysis with organometallic [2] CÀHa ctivation.…”

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confidence: 99%

Electrooxidative Ruthenium‐Catalyzed C−H/O−H Annulation by Weak O‐Coordination

et al. 2018

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Electrocatalysis has been identified as a powerful strategy for organometallic catalysis, and yet electrocatalytic C-H activation is restricted to strongly N-coordinating directing groups. The first example of electrocatalytic C-H activation by weak O-coordination is presented, in which a versatile ruthenium(II) carboxylate catalyst enables electrooxidative C-H/O-H functionalization for alkyne annulations in the absence of metal oxidants; thereby exploiting sustainable electricity as the sole oxidant. Mechanistic insights provide strong support for a facile organometallic C-H ruthenation and an effective electrochemical reoxidation of the key ruthenium(0) intermediate.

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confidence: 99%

Electrooxidative Ruthenium‐Catalyzed C−H/O−H Annulation by Weak O‐Coordination

et al. 2018

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“…Electrosynthesis has emerged as an increasingly powerful tool for molecular syntheses. [1] Recently,s ignificant momentum was gained by the merger of electrocatalysis with organometallic [2] CÀHa ctivation. [3] However,d espite these indisputable advances,a ll electrochemical CÀHa ctivation reactions [4] are thus far limited to palladium [3] and cobalt [5] catalysts, [1b] and are severely restricted by substrates bearing nitrogen-containing,s trongly coordinating directing groups.…”

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confidence: 99%

Electrooxidative Ruthenium‐Catalyzed C−H/O−H Annulation by Weak O‐Coordination

et al. 2018

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Electrocatalysis has been identified as ap owerful strategy for organometallic catalysis,a nd yet electrocatalytic CÀHactivation is restricted to strongly N-coordinating directing groups.T he first example of electrocatalytic CÀHa ctivation by weak O-coordination is presented, in whichaversatile ruthenium(II) carboxylate catalyst enables electrooxidative C À H/O À Hf unctionalization for alkyne annulations in the absence of metal oxidants;t herebye xploiting sustainable electricity as the sole oxidant. Mechanistic insights provide strong support for af acile organometallic CÀHr uthenation and an effective electrochemical reoxidation of the key ruthenium(0) intermediate.

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“…[2] Owing to the strong electron-withdrawing property of fluoroalkyl groups, the fluorinated alcohols possess some unique properties: (1) Generally, there are two versions of reactions participated by fluorinated alcohols: the reactions catalyzed by additional promoters with fluorinated alcohols as solvents and the reactions performed without any catalysts. In the former version, numerous notable works have been achieved, in which transition metal complexes (Co, [3] Fe, [4] Cu, [5] Pd, [6] Ru, [7] Ir, [8] ), Brønsted acids, [9] hypervalent iodines [10] and electrochemical activation [11] have been applied as catalysts, additives or novel driving-force. With the assistance of fluorinated alcohols' unique properties, reactive intermediates of the above reactions can be stabilized by the distinctive solvent microstructure.…”

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confidence: 99%

Fluorinated Alcohols: Magic Reaction Medium and Promoters for Organic Synthesis

Xiao

2019

The Chemical Record

111

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Fluorinated alcohols have been widely used in the synthetic organic chemistry over the past decades. The unique properties such as the strong hydrogen‐bonding donor ability and low nucleophilicity allow them to promote organic reactions in the absence of any catalyst. These approaches have distinct advantages in terms of operational simplicity, practicability and environmental friendliness. Reactions promoted by fluorinated alcohols, including nucleophilic substitution reactions, annulation reactions, electrophilic reactions, dearomatization reactions, functionalization of multiple bond, epoxidation reactions and miscellaneous reactions have been summarized in this account.

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Active Molybdenum‐Based Anode for Dehydrogenative Coupling Reactions

Cited by 61 publications

References 57 publications

Electrooxidative Ruthenium‐Catalyzed C−H/O−H Annulation by Weak O‐Coordination

Electrooxidative Ruthenium‐Catalyzed C−H/O−H Annulation by Weak O‐Coordination

Electrooxidative Ruthenium‐Catalyzed C−H/O−H Annulation by Weak O‐Coordination

Fluorinated Alcohols: Magic Reaction Medium and Promoters for Organic Synthesis

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