Synthesis of novel and room temperature-operable palladium complexes on graphene oxide: An efficient recyclable catalyst for Suzuki-Miyaura coupling reactions

Qian, Yingjie; So, Jae-Il; Lee, Myeong Yeon; Hwang, Sosan; Jin, Myung‐Jong; Shim, Sang Eun

doi:10.1016/j.jiec.2019.03.033

Cited by 16 publications

(2 citation statements)

References 36 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Those peaks at 12.42, 16.27, and 18.76° slightly derived from that of COF ETTA‑TPAL because of the interlayer spacing increases with the insertion of Fc(COOH) 2 . XPS (Figure C) results revealed that the COF ETTA‑TPAL -Fc(COOH) 2 mainly contained C 1s (284.8 eV), N 1s (399.65 eV), − O 1s (531.8 eV), and Fe 2p (709.59 eV) − elements. N 1s detailed spectrum showed several peaks at 398.94 and 399.66 eV, which were corresponding to CN and CN···HOOC , with content of 57.78 and 42.22%, respectively.…”

Section: Resultsmentioning

confidence: 99%

“…XPS (Figure C) results revealed that the COF ETTA‑TPAL -Fc(COOH) 2 mainly contained C 1s (284.8 eV), N 1s (399.65 eV), − O 1s (531.8 eV), and Fe 2p (709.59 eV) − elements. N 1s detailed spectrum showed several peaks at 398.94 and 399.66 eV, which were corresponding to CN and CN···HOOC , with content of 57.78 and 42.22%, respectively. The hydrogen bonds confirmed our conjecture about the formation mechanism of COF ETTA‑TPAL -Fc(COOH) 2 spherical crystals.…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

H₂O₂ Ratiometric Electrochemical Sensors Based on Nanospheres Derived from Ferrocence-Modified Covalent Organic Frameworks

Liang

Zhu

et al. 2019

ACS Appl. Nano Mater.

View full text Add to dashboard Cite

A uniform nanosphere derived from ferrocence-modified covalent-organic frameworks (COFETTA‑TPAL-Fc(COOH)2) with 200 nm in diameter was prepared by dehydration condensation reaction between 4,4′,4′,4′- (ethane-1,1,2,2-tetrayl) tetraaniline and terephthalaldehyde in the presence of electroactive Fc(COOH)2. The Fc(COOH)2 was embedded into the layers of COFETTA‑TPAL to result in the formation of nanospheres, which increased the specific surface area of the available COFETTA‑TPAL to provide more active sites due to the increase in interlayer distance. The Fc(COOH)2 could interact with H2O2 which might undergo self-disproportionation process to produce O2 and be reduced into H2O simultaneously, whereas the generated O2 was directly reduced into H2O by COFETTA‑TPAL. The reduction peak current of the generated O2 at −0.5 V (j –0.5 V) was gradually enhanced, whereas that of Fc(COOH)2 around 0.45 V (j 0.45 V) was decreased with continuous adding of H2O2. Thus, the COFETTA‑TPAL-Fc(COOH)2 nanospheres were used to fabricate a “on–off” nonenzymatic H2O2 ratiometric electrochemical sensor. The proposed “on–off” ratiometric electrochemical sensor showed good performance with a wide linear range of 1.1–500 μM, high sensitivity of 0.009 μM–1, and lower detection limit of 0.33 μM. The work would offer insights for design and preparation of electroactive COF and accelerate the practical application of COF in electroanalysis.

show abstract

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

H₂O₂ Ratiometric Electrochemical Sensors Based on Nanospheres Derived from Ferrocence-Modified Covalent Organic Frameworks

Liang

Zhu

et al. 2019

ACS Appl. Nano Mater.

View full text Add to dashboard Cite

show abstract

Nano‐Multiactive Sites Pd/PdO/CuO/PdCu₃ Formed In Situ on the Surface Hetero‐Organometallic Pd(II)/Cu(II) Nanosheet: Investigation on the Formation of Active Sites, Synergistic, and Catalytic Activity

Li,

Huang,

et al. 2024

Applied Organom Chemis

View full text Add to dashboard Cite

Exploring the relationship between the structure of active site and the activity in molecular level and investigating the reason for deactivation are extremely important in designing the highly active catalyst. In this paper, new self‐assembly Schiff‐base Pd/Cu nanosheets supported on the surface of graphene oxide (GO) (called as GO@Hpmaba‐Pd/Cu) were fabricated and characterized. Among them, GO@Hpmaba‐Pd0.2/Cu0.8 exhibited a high activity with a TOF value of up to 95,357 h−1 and substrate suitability in Suzuki cross‐coupling reaction. GO@Hpmaba‐Pd0.2/Cu0.8 could be reused at least 13 times. GO@Hpmaba‐Pd0.2/Cu0.8 was a heterogeneous catalyst and the catalysis occurred on the surface. The truly active sites included Pd/PdO/CuO/PdCu3 formed in situ on the surface of the hetero‐organometallic Pd/Cu nanosheet during catalysis. The synergistic effects among these active sites could be described as that the electrons transferred from GO to CuO (PdO) or to Pd via ligand (Hpmaba) and subsequently electrons transferred from CuO (PdO) to Pd. These made more electron negative palladium, enhancing the oxidation addition between palladium and aryl halide and prompting the activity. The deactivation of catalyst was mainly caused by some destroyed organometallic in the nanosheet, residues adsorbed on catalytic surface, loss of active Pd due to the leaching with increase of recycling, and the aggregation of active metals.

show abstract

Importance of some factors on the Suzuki‐Miyaura cross‐coupling reaction

Akkoç

2021

J Chinese Chemical Soc

View full text Add to dashboard Cite

This review was designed to give an overview of the significant parameters in Suzuki‐Miyaura coupling (SMC) reactions, which are a powerful tool for the formation of the carbon–carbon (CC) bond. Since the SMC reaction depends on factors such as solvent, base, temperature, time, catalyst amount, substituent in aryl halides, and molar ratios of the substrates, all these parameters should be screened for a successful SMC reaction. After finding the optimum reaction conditions, the SMC reaction's products of boronic acid derivatives with aryl halides can be obtained in high yields.

show abstract

Synthesis of novel and room temperature-operable palladium complexes on graphene oxide: An efficient recyclable catalyst for Suzuki-Miyaura coupling reactions

Cited by 16 publications

References 36 publications

H₂O₂ Ratiometric Electrochemical Sensors Based on Nanospheres Derived from Ferrocence-Modified Covalent Organic Frameworks

H₂O₂ Ratiometric Electrochemical Sensors Based on Nanospheres Derived from Ferrocence-Modified Covalent Organic Frameworks

Nano‐Multiactive Sites Pd/PdO/CuO/PdCu₃ Formed In Situ on the Surface Hetero‐Organometallic Pd(II)/Cu(II) Nanosheet: Investigation on the Formation of Active Sites, Synergistic, and Catalytic Activity

Importance of some factors on the Suzuki‐Miyaura cross‐coupling reaction

Contact Info

Product

Resources

About

Synthesis of novel and room temperature-operable palladium complexes on graphene oxide: An efficient recyclable catalyst for Suzuki-Miyaura coupling reactions

Cited by 16 publications

References 36 publications

H2O2 Ratiometric Electrochemical Sensors Based on Nanospheres Derived from Ferrocence-Modified Covalent Organic Frameworks

H2O2 Ratiometric Electrochemical Sensors Based on Nanospheres Derived from Ferrocence-Modified Covalent Organic Frameworks

Nano‐Multiactive Sites Pd/PdO/CuO/PdCu3 Formed In Situ on the Surface Hetero‐Organometallic Pd(II)/Cu(II) Nanosheet: Investigation on the Formation of Active Sites, Synergistic, and Catalytic Activity

Importance of some factors on the Suzuki‐Miyaura cross‐coupling reaction

Contact Info

Product

Resources

About

H₂O₂ Ratiometric Electrochemical Sensors Based on Nanospheres Derived from Ferrocence-Modified Covalent Organic Frameworks

H₂O₂ Ratiometric Electrochemical Sensors Based on Nanospheres Derived from Ferrocence-Modified Covalent Organic Frameworks

Nano‐Multiactive Sites Pd/PdO/CuO/PdCu₃ Formed In Situ on the Surface Hetero‐Organometallic Pd(II)/Cu(II) Nanosheet: Investigation on the Formation of Active Sites, Synergistic, and Catalytic Activity