Preparation and properties of sandwiched trinuclear palladium(II) complexes with tridentate phosphine and phosphine sulfide ligands

Aizawa, Shiro; Kawamoto, Tatsuya; Nishigaki, Suji; Sasaki, Ayano

doi:10.1016/j.jorganchem.2011.03.018

Cited by 8 publications

(1 citation statement)

References 24 publications

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“…To further explore the nature of the complex and given the fate of the ligand, stoichiometric reactions between substrate 7 , Ni(cod) 2 , and the three distinctive ligands (dppe ( L ), dppe mono‐O ( L4 ), [32] and dppe mono‐S ( L5 ) were performed (Figure 6A). Dppe‐O ( L4 ) was immediately ruled out as a plausible ligand as completely distinctive signals were generated from the associated mixture.…”

Section: Resultsmentioning

confidence: 99%

Nickel‐Catalyzed Sulfonylation of Aryl Bromides Enabled by Potassium Metabisulfite as a Uniquely Effective SO₂ Surrogate

et al. 2023

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The development and mechanistic investigation of a nickel-catalyzed sulfonylation of aryl bromides is disclosed. The reaction proceeds in good yields for a variety of substrates and utilizes an inexpensive, stenchfree, inorganic sulfur salt (K 2 S 2 O 5 ) as a uniquely effective SO 2 surrogate. The active oxidative addition complex was synthesized, isolated, and fully characterized by a combination of NMR spectroscopy and X-ray crystallography analysis. The use of the isolated oxidative addition complex in both stoichiometric and catalytic reactions revealed that SO 2 insertion occurs via dissolved SO 2 , likely released upon thermal decomposition of K 2 S 2 O 5 . Key to the success of the reaction is the role of K 2 S 2 O 5 as a reservoir of SO 2 that is slowly released, thus preventing catalyst poisoning.

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Section: Resultsmentioning

confidence: 99%

Nickel‐Catalyzed Sulfonylation of Aryl Bromides Enabled by Potassium Metabisulfite as a Uniquely Effective SO₂ Surrogate

et al. 2023

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Nickel‐Catalyzed Sulfonylation of Aryl Bromides Enabled by Potassium Metabisulfite as a Uniquely Effective SO₂ Surrogate

et al. 2023

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The development and mechanistic investigation of a nickel‐catalyzed sulfonylation of aryl bromides is disclosed. The reaction proceeds in good yields for a variety of substrates and utilizes an inexpensive, stench‐free, inorganic sulfur salt (K2S2O5) as a uniquely effective SO2 surrogate. The active oxidative addition complex was synthesized, isolated, and fully characterized by a combination of NMR spectroscopy and X‐ray crystallography analysis. The use of the isolated oxidative addition complex in both stoichiometric and catalytic reactions revealed that SO2 insertion occurs via dissolved SO2, likely released upon thermal decomposition of K2S2O5. Key to the success of the reaction is the role of K2S2O5 as a reservoir of SO2 that is slowly released, thus preventing catalyst poisoning.

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Effect of phosphine and phosphine sulfide ligands on the cobalt-catalyzed reductive coupling of 2-iodobutane with n-butyl acrylate

2013

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Preparation and properties of sandwiched trinuclear palladium(II) complexes with tridentate phosphine and phosphine sulfide ligands

Cited by 8 publications

References 24 publications

Nickel‐Catalyzed Sulfonylation of Aryl Bromides Enabled by Potassium Metabisulfite as a Uniquely Effective SO₂ Surrogate

Nickel‐Catalyzed Sulfonylation of Aryl Bromides Enabled by Potassium Metabisulfite as a Uniquely Effective SO₂ Surrogate

Nickel‐Catalyzed Sulfonylation of Aryl Bromides Enabled by Potassium Metabisulfite as a Uniquely Effective SO₂ Surrogate

Effect of phosphine and phosphine sulfide ligands on the cobalt-catalyzed reductive coupling of 2-iodobutane with n-butyl acrylate

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Preparation and properties of sandwiched trinuclear palladium(II) complexes with tridentate phosphine and phosphine sulfide ligands

Cited by 8 publications

References 24 publications

Nickel‐Catalyzed Sulfonylation of Aryl Bromides Enabled by Potassium Metabisulfite as a Uniquely Effective SO2 Surrogate

Nickel‐Catalyzed Sulfonylation of Aryl Bromides Enabled by Potassium Metabisulfite as a Uniquely Effective SO2 Surrogate

Nickel‐Catalyzed Sulfonylation of Aryl Bromides Enabled by Potassium Metabisulfite as a Uniquely Effective SO2 Surrogate

Effect of phosphine and phosphine sulfide ligands on the cobalt-catalyzed reductive coupling of 2-iodobutane with n-butyl acrylate

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Product

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Nickel‐Catalyzed Sulfonylation of Aryl Bromides Enabled by Potassium Metabisulfite as a Uniquely Effective SO₂ Surrogate

Nickel‐Catalyzed Sulfonylation of Aryl Bromides Enabled by Potassium Metabisulfite as a Uniquely Effective SO₂ Surrogate

Nickel‐Catalyzed Sulfonylation of Aryl Bromides Enabled by Potassium Metabisulfite as a Uniquely Effective SO₂ Surrogate