Synthesis and characterization of Pd-γ-Fe2O3 nanocomposite and its application as a magnetically recyclable catalyst in ligand-free Suzuki-Miyaura reaction in water

Paul, Dipankar; Rudra, Siddheswar; Rahman, Prabin; Khatua, Snehadrinarayan; Pradhan, Mukul; Chatterjee, P. N.

doi:10.1016/j.jorganchem.2018.06.016

Cited by 21 publications

(8 citation statements)

References 139 publications

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“…1 H NMR (500 MHz, CDCl 3 , δ): 10.06 (s, 1H), 7.96 (d, J = 8.3 Hz, 2H), 7.72 (d, J = 8.3 Hz, 2H), 7.57 (d, J = 8.6 Hz, 2H) 7.46 (d, J = 8.6 Hz, 2H); 13 C{ 1 H} NMR (125 MHz, CDCl 3 , δ): 191.9, 146.1, 138.3, 135.6, 134.9, 130.5, 129.4, 128.8, 127.7. Spectral data are consistent with those previously reported …”

Section: Experimental and Computational Detailssupporting

confidence: 92%

“…Spectral data are consistent with those previously reported. 47 3-Chloro-4′-methoxy-1,1′-biphenyl (23b). Product 23b was prepared according to the general procedure using 3-chlorophenyl trifluoromethanesulfonate (23, 70.5 μL, 0.4 mmol, 1 equiv), 4methoxyphenylboronic acid (91.2 mg, 0.6 mmol, 1.5 equiv), KF (69.7 mg, 1.2 mmol, 3 equiv), 5 (7.5 mg, 0.012 mmol, 3 mol %), degassed H 2 O (50 μL, 2.76 mmol, 6.9 equiv), and THF (1.6 mL) followed by purification procedure A. Purification by flash column chromatography (R f = 0.52 in 5% EtOAc, 95% hexanes) provided 23b as a white solid (64.8 mg, 74% yield).…”

Section: The Journal Of Organic Chemistrymentioning

confidence: 99%

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N-Heterocyclic Carbene Ligand-Controlled Chemodivergent Suzuki–Miyaura Cross Coupling

2019

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Two N-heterocyclic carbene (NHC) ligands provide orthogonal chemoselectivity during the Pd-catalyzed Suzuki-Miyaura (SM) cross coupling of chloroaryl triflates. The use of SIPr [SIPr = 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene] leads to selective cross coupling at chloride, while the use of SIMes [SIMes = 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene] provides selective coupling at triflate. With most chloroaryl triflates and arylboronic acids, ligand-controlled selectivity is high (≥10:1). The scope of this methodology is significantly more general than previously reported methods for selective SM coupling of chloroaryl triflates using phosphine ligands. Density functional theory (DFT) studies suggest that palladium's ligation state during oxidative addition is different with SIMes compared to SIPr. Ar OTf [Pd] SIPr [Pd] SIMes ArB(OH) 2 KF, r.t. ArB(OH) 2 KF, r.t. OTf Cl Ar Cl Ar OTf [Pd] SIPr [Pd] SIMes ArB(OH) 2 KF, r.t. ArB(OH) 2 KF, r.t.OTf Cl Ar Cl SIPr SIMes IPr IMes N Cl Pd Cl Cl SIPr 7 Cl NHC Pd tBu 3, NHC = SIPr 4, NHC = IPr 5, NHC = SIMes 6, NHC = IMes Me PMP OTf Cl

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Section: Experimental and Computational Detailssupporting

confidence: 92%

Section: The Journal Of Organic Chemistrymentioning

confidence: 99%

N-Heterocyclic Carbene Ligand-Controlled Chemodivergent Suzuki–Miyaura Cross Coupling

2019

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“…34,35 Aer the introduction of Pd particles, the C-Pd catalyst showed a new characteristic peak at about 2q ¼ 40.2, which corresponded to the (111) reection of Pd, further indicating the successful loading of Pd particles. 36 To observe the structure of the Pd NPs immobilized on cellulose, transmission electron microscopy (TEM) was conducted. The results in Fig.…”

Section: Synthesis and Characterization Of The C-pd Catalystmentioning

confidence: 99%

Cellulose derived Pd nano-catalyst for efficient catalysis

et al. 2022

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“…In 2018, Chatterjee and co-workers developed a convenient method to produce PdNPs on γ-Fe 2 O 3 from PdCl 2 and Fe 3 O 4 magnetic NPs under modified hydrothermal conditions in water at 180 • C for 48 h [178]. Magnetic Fe 3 O 4 reduced the Pd(II) ions to zerovalent Pd to produce a Pd-γ-Fe 2 O 3 magnetic nanocomposite.…”

Section: Hydrothermal Coprecipitationmentioning

confidence: 99%

Green Synthesis of Pd Nanoparticles for Sustainable and Environmentally Benign Processes

Piermatti

2021

Catalysts

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Among transition metal nanoparticles, palladium nanoparticles (PdNPs) are recognized for their high catalytic activity in a wide range of organic transformations that are of academic and industrial importance. The increased interest in environmental issues has led to the development of various green approaches for the preparation of efficient, low-cost and environmentally sustainable Pd-nanocatalysts. Environmentally friendly solvents, non-toxic reducing reagents, biodegradable capping and stabilizing agents and energy-efficient synthetic methods are the main aspects that have been taken into account for the production of Pd nanoparticles in a green approach. This review provides an overview of the fundamental approaches used for the green synthesis of PdNPs and their catalytic application in sustainable processes as cross-coupling reactions and reductions with particular attention afforded to the recovery and reuse of the palladium nanocatalyst, from 2015 to the present.

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Synthesis and characterization of Pd-γ-Fe2O3 nanocomposite and its application as a magnetically recyclable catalyst in ligand-free Suzuki-Miyaura reaction in water

Cited by 21 publications

References 139 publications

N-Heterocyclic Carbene Ligand-Controlled Chemodivergent Suzuki–Miyaura Cross Coupling

N-Heterocyclic Carbene Ligand-Controlled Chemodivergent Suzuki–Miyaura Cross Coupling

Cellulose derived Pd nano-catalyst for efficient catalysis

Green Synthesis of Pd Nanoparticles for Sustainable and Environmentally Benign Processes

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