Nickel-Catalyzed Regiodivergent Reductive Hydroarylation of Styrenes

Xue, Yuhang; Chen, Jian; Song, Peihong; He, Yuli; Zhu, Shaolin

doi:10.1055/a-1523-3228

Cited by 5 publications

(2 citation statements)

References 10 publications

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“…Hydroarylation reactions involving catalytic organoligand/Ni systems and pre-activated arene are more represented compared to the direct counterpart (Section 2.4). Between 2019 and 2021 Zhu's group published several works in high-impact journals where the catalytic systems involved Nickel and preactivated arenes in hydroarylation reactions [67][68][69][70][71]. At first, a racemic version of the hydroarylation of boron-containing alkenes (80) was reported.…”

Section: Nickelmentioning

confidence: 99%

Asymmetric Hydroarylation Reactions Catalyzed by Transition Metals: Last 10 Years in a Mini Review

et al. 2022

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Hydroarylation reactions play a pivotal role in organic chemistry due to their versatility and efficiency. In the last 10 years, the scientific production around this reaction has been very high, but in its asymmetric version, the results are less. In this mini review, selected literature examples are considered to draw attention to directions of the asymmetric hydroarylation reaction mediated by transition metal catalysts. The selected works were grouped in two main sections. In the first, we reported examples relating the narrower definition of hydroarylation, namely the metal-catalyzed processes where inactivated aryl moiety undergoes a direct functionalization via insertion of an unsaturated compound. In the second part, hydroarylation reactions take place with the use of pre-activated aryl substrates, usually aryl-iodides or aryl-boronated.

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Section: Nickelmentioning

confidence: 99%

Asymmetric Hydroarylation Reactions Catalyzed by Transition Metals: Last 10 Years in a Mini Review

et al. 2022

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“…Following up their ongoing interest in the field, Jarvo describes a new protocol for streamlining the preparation of fluorinated cyclopropanes, 21 whereas Zhu and He describe the ability of ancillary ligands to dictate the site-selectivity in a Ni-catalyzed reductive hydroarylation of styrene motifs. 22 Chu, 23 Fensterbank, 24 Martin 25 and Amgoune 26 merge photoredox catalysis and Ni catalysts to enable dual functionalization of vinyl boranes, monoalkylation of dichlorostyrenes, photodehalogenation of organic halides, and sp 3 C-H acylation events with N-acyl imides. Last but not least, Diao offers a versatile tool for synthetic organic and organometallic chemists by tabulating experimentally measured redox potentials of Ni complexes supported by commonly employed ligands.…”

Section: Cluster Synlettmentioning

confidence: 99%

Cluster Preface: Modern Nickel-Catalyzed Reactions

Martı́n

Molander

2021

Synlett

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Ruben Martin is a professor at the Institute of Chemical Research of Catalonia (ICIQ), Tarragona, Spain. He received his Ph.D. in 2003 from the University of Barcelona under the guidance of Prof. Antoni Riera. In 2004, he moved to the Max-Planck Institut für Kohlenforschung as a Humboldt postdoctoral fellow with Prof. Alois Fürstner. In 2005, he undertook further postdoctoral studies at MIT with Prof. Stephen L. Buchwald as a MEC-Fulbright fellow. In 2008, he began his independent career as an assistant professor at the ICIQ (Tarragona). In 2013, he was promoted to associate professor and shortly after to ICREA Research Professor. Ruben Martin has focused his career on designing synthetically useful Ni-catalyzed methodologies for streamlining the preparation of added-value chemicals from simple precursors without losing sight of mechanistic considerations, when appropriate. Gary A. Molander is a professor at the University of Pennsylvania, Philadelphia, United States. He completed his undergraduate studies in chemistry at Iowa State University under the tutelage of Prof. Richard C. Larock. He earned his Ph.D. at Purdue University under the direction of Prof. Herbert Brown and undertook postdoctoral training with Prof. Barry Trost at the University of Wisconsin, Madison. He began his academic career at the University of Colorado, Boulder, moving to the University of Pennsylvania in 1999, where he is currently Professor of Chemistry. His research interests have focused on the utilization of organolanthanides, Pd-catalyzed cross-coupling reactions with trifluoroborate salts, and the merger of photoredox catalysis and Ni catalysis for tackling a priori uphill transformations under visible-light irradiation for accessing valuable scaffolds in both academic and pharmaceutical laboratories.

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Enantiokonvergente Negishi‐Kreuzkupplungen von Racemischen Sekundären Organozink‐Reagenzien zur Herstellung Privilegierter Gerüste: Eine Kombinierte Experimentelle und Theoretische Studie

Preinfalk,

Oost,

Menger

et al. 2024

Angewandte Chemie

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Eine enantiokonvergente, palladiumkatalysierte Negishi‐Kreuzkupplung mit racemischen sekundären Organozink‐Reagenzien wurde entwickelt, die den Zugang zu enantioangereicherten 1,1‐Diarylalkan‐Motiven in hohen Ausbeuten und Enantioselektivitäten ermöglicht. Berechnungsdaten deuten darauf hin, dass die Racemisierung von Organozink‐Verbindungen höchstwahrscheinlich durch einen gebrückten bimolekularen Mechanismus erfolgt.

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Nickel-Catalyzed Regiodivergent Reductive Hydroarylation of Styrenes

Cited by 5 publications

References 10 publications

Asymmetric Hydroarylation Reactions Catalyzed by Transition Metals: Last 10 Years in a Mini Review

Asymmetric Hydroarylation Reactions Catalyzed by Transition Metals: Last 10 Years in a Mini Review

Cluster Preface: Modern Nickel-Catalyzed Reactions

Enantiokonvergente Negishi‐Kreuzkupplungen von Racemischen Sekundären Organozink‐Reagenzien zur Herstellung Privilegierter Gerüste: Eine Kombinierte Experimentelle und Theoretische Studie

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