Deactivation Modes in Nickel-Mediated Suzuki–Miyaura Cross-Coupling Reactions Using an NHC-Pyridonate Ligand DOI Creative Commons
Abhishek A. Kadam, Medina Afandiyeva, William W. Brennessel

et al.

Organometallics, Journal Year: 2024, Volume and Issue: 43(20), P. 2574 - 2580

Published: Aug. 10, 2024

The catalytic activity of an NHC-pyridonate-supported nickel(0) complex for Suzuki-Miyaura coupling aryl halides was evaluated. Product formation observed in the absence a basic additive. However, low turnover numbers resulted from competitive catalyst deactivation. nature deactivation-dimerization nickel(II) intermediate-was elucidated through combination NMR monitoring, direct synthesis, and X-ray diffraction. Lewis acidic additives were evaluated with goal improving stability intermediate but failed to enable turnover. Taken together, these findings highlight both promise pitfalls associated incorporating secondary-sphere groups cooperative catalysis.

Language: Английский

2-Pyridonates: a versatile ligand platform in 3d transition metal coordination chemistry and catalysis DOI Creative Commons
Andrey Fedulin, Axel Jacobi von Wangelin

Catalysis Science & Technology, Journal Year: 2023, Volume and Issue: 14(1), P. 26 - 42

Published: Nov. 15, 2023

Among the vast family of aminoalcohol ligands, 2-pyridonates take a special position. This review illustrates intriguing properties pyridonate ligands and their key roles in 3d transition metal catalysts from natural role model [Fe]-hydrogenase to modern applications.

Language: Английский

Citations

4
Ynone Co-Coordination at a Nickel Borane Complex: An Assessment of Secondary Coordination Sphere Effects DOI
Marissa L. Clapson,

A. Dina Dilinaer,

Trisha C. Q. Lanaque

et al.

Inorganic Chemistry, Journal Year: 2024, Volume and Issue: 63(14), P. 6184 - 6191

Published: March 28, 2024

Secondary coordination sphere ligand effects can be used to direct or organize small molecule substrates at a metal center. Herein, we assess the bifunctional ambiphilic diphosphine, tri-tert-butylboranyldiphosphinoethane (ttbbpe) and its ability influence stereoselective substrate coordination, while appended nickel. This report takes synthetic/computational approach test impacts limitations associated with ligand-directed using [Ni(ttbbpe)(η2:η2-COD)] (COD = 1,5-cyclooctadiene) ynones (alkynes having an α-carbonyl group propargylic position) as model substrates.

Language: Английский

Citations

1
Catalyst Deactivation Modes in Nickel-Catalyzed Suzuki–Miyaura Cross-Coupling Reactions Using an NHC-Pyridonate Ligand DOI Creative Commons
C. Rose Kennedy, Abhishek A. Kadam, Medina Afandiyeva

et al.

Published: June 5, 2024

The catalytic activity of an NHC-pyridonate-supported nickel(0) complex for Suzuki–Miyaura coupling aryl halides was evaluated. Product formation observed in the absence a basic additive. However, low turnover numbers resulted from competitive catalyst deactivation. nature deactivation—dimerization nickel(II) intermediate—was elucidated through combination NMR monitoring, direct synthesis, and X-ray diffraction. This discovery leveraged to identify additives that enable improved stability turnover, thereby highlighting both promise pitfalls associated with incorporating secondary-sphere modifications cooperative catalysis.

Language: Английский

Citations

1
Au Nanoparticle-Catalyzed Double Hydrosilylation of Nitriles by Diethylsilane DOI Creative Commons

Maria Ioanna Karapanou,

Dimitra Malliotaki,

Manolis Stratakis

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(26), P. 5346 - 5352

Published: Jan. 1, 2024

We present the first example of Au-catalyzed reduction nitriles into primary amines. In contrast to monohydrosilanes which are completely unreactive, diethylsilane (a dihydrosilane) is capable reducing aryl or alkyl amines under catalysis by Au nanoparticles supported on TiO

Language: Английский

Citations

1
SYNFORM ISSUE 2024/4 DOI Creative Commons
Matteo Zanda

Synthesis, Journal Year: 2024, Volume and Issue: 56(07), P. A53 - A69

Published: March 12, 2024

Myfirst thought upon reading this article was that -when it comes to Generative AI -the principle one is innocent unless otherwise proven does no longer seem be valid.In fact, the suspicion of having committed heinous crime relying on assistance ChatGPT for writing a text always there, creeping and lingering in shadows, while author has prove their innocence even when there proof whatsoever contrary.I honestly find situation quite depressing, my personal opinion just many perfectly legal tools can used assist

Language: Английский

Citations

0
SYNFORM ISSUE 2024/04 DOI Creative Commons
Matteo Zanda

Synlett, Journal Year: 2024, Volume and Issue: 35(06), P. A53 - A69

Published: March 13, 2024

Myfirst thought upon reading this article was that -when it comes to Generative AI -the principle one is innocent unless otherwise proven does no longer seem be valid.In fact, the suspicion of having committed heinous crime relying on assistance ChatGPT for writing a text always there, creeping and lingering in shadows, while author has prove their innocence even when there proof whatsoever contrary.I honestly find situation quite depressing, my personal opinion just many perfectly legal tools can used assist

Language: Английский

Citations

0
None DOI Open Access
Igor Nasibullin,

Hiroshi Yoshioka,

Akari Mukaimine

et al.

Synfacts, Journal Year: 2024, Volume and Issue: 20(04)

Published: March 13, 2024

Myfirst thought upon reading this article was that -when it comes to Generative AI -the principle one is innocent unless otherwise proven does no longer seem be valid.In fact, the suspicion of having committed heinous crime relying on assistance ChatGPT for writing a text always there, creeping and lingering in shadows, while author has prove their innocence even when there proof whatsoever contrary.I honestly find situation quite depressing, my personal opinion just many perfectly legal tools can used assist

Language: Английский

Citations

0
SYNFORM ISSUE 2024/04 DOI Open Access
Matteo Zanda

Synfacts, Journal Year: 2024, Volume and Issue: 20(04), P. A053 - A068

Published: March 13, 2024

Myfirst thought upon reading this article was that -when it comes to Generative AI -the principle one is innocent unless otherwise proven does no longer seem be valid.In fact, the suspicion of having committed heinous crime relying on assistance ChatGPT for writing a text always there, creeping and lingering in shadows, while author has prove their innocence even when there proof whatsoever contrary.I honestly find situation quite depressing, my personal opinion just many perfectly legal tools can used assist

Language: Английский

Citations

0
Magnesium(Ⅱ) complexes supported by indole- and pyrrole-containing Schiff-base ligands: syntheses, structures, and applications as precatalysts in the hydroboration of nitriles and alkynes DOI

Meng‐Xiang Wu,

Ling Chen, Xiaohan Yang

et al.

New Journal of Chemistry, Journal Year: 2024, Volume and Issue: 48(16), P. 7125 - 7133

Published: Jan. 1, 2024

Five magnesium compounds were synthesized. They are active precatalysts for the hydroboration of nitriles and alkynes. The catalytic reactions feature mild reaction conditions, excellent functional group tolerance, high yields.

Language: Английский

Citations

0
Deactivation Modes in Nickel-Mediated Suzuki–Miyaura Cross-Coupling Reactions Using an NHC-Pyridonate Ligand DOI Creative Commons
Abhishek A. Kadam, Medina Afandiyeva, William W. Brennessel

et al.

Organometallics, Journal Year: 2024, Volume and Issue: 43(20), P. 2574 - 2580

Published: Aug. 10, 2024

The catalytic activity of an NHC-pyridonate-supported nickel(0) complex for Suzuki-Miyaura coupling aryl halides was evaluated. Product formation observed in the absence a basic additive. However, low turnover numbers resulted from competitive catalyst deactivation. nature deactivation-dimerization nickel(II) intermediate-was elucidated through combination NMR monitoring, direct synthesis, and X-ray diffraction. Lewis acidic additives were evaluated with goal improving stability intermediate but failed to enable turnover. Taken together, these findings highlight both promise pitfalls associated incorporating secondary-sphere groups cooperative catalysis.

Language: Английский

Citations

0