scholarly journals A phase-reversible Pd containing sphere-to-bridge-shaped peptide nanostructure for cross-coupling reactions

RSC Advances ◽  
2017 ◽  
Vol 7 (53) ◽  
pp. 33162-33165 ◽  
Author(s):  
Seongsoo Kim ◽  
Hong-Jun Cho ◽  
Namhun Lee ◽  
Yoon-Sik Lee ◽  
Dong-Sik Shin ◽  
...  

A sphere-to-bridge-shaped peptide/Pd(ii) nanostructure was constructed and used as a recyclable Pd nano-catalyst for cross-coupling reactions.

2021 ◽  
Author(s):  
Zahra Khorsandi ◽  
Abdol R. Hajipour ◽  
Mohammad R. Sarfjoua ◽  
Rajender S Varma

Herein, the synthesis of a nano-catalyst system comprising magnetic nanoparticles as core and edible natural ligands bearings functional groups for supporting the cobalt species was accomplished. Subsequent to characterization, its...


2021 ◽  
Vol 9 ◽  
Author(s):  
Pouya Ghamari Kargar ◽  
Ghodsieh Bagherzade

Cellulose, as a green and available phytochemical, was immobilized on the surface of magnetite nanoparticles then doped with imidazole and Co. complex (Fe3O4@CNF ∼ ImSBL ∼ Co.) and used as a water-dispersible, recyclable and efficient nano catalyst for the synthesis of C−C cross-coupling reactions including fluoride-free Hiyama and Suzuki reactions in an aqueous medium as an efficient and vital solvent, due to their high application and importance in various fields of science. Different spectroscopic and microscopic techniques were used for the catalyst characterization such XRD, FESEM, TEM, FT-IR, EDX, DLS, VSM, UV-Vis, and ICP analyses. The presence of imidazole as ionic section tags with hydrophilic character on the Co-complex supported on magnetic nanoparticles provides dispersion of the catalyst particles in water, which leads to both higher catalytic performance and also facile catalyst recovery and reuse six times by successive extraction and final magnetic separation. High catalytic activity was found for the catalyst and high to excellent efficiency was obtained for all Suzuki (80–98% yield; E factor: 1.1–1.9) and Hiyama (87–98% yield; E factor: 0.26–1.1) derivatives in short reaction times under mild reaction conditions in the absence of any hazardous or expensive materials. There is not any noticeable by-product found whether for Suzuki or Hiyama derivatives, which reflects the high selectivity and also the lower the E factor the more favorable is the process in view of green chemistry. The bi-aryls were achieved from the reaction of various aryl iodides/bromides and even chlorides as the highly challenging substrates, which are more available and cheaper, with triethoxyphenylsilane or phenylboronic acid. To prove the performance of the catalyst components (synergistic of SBL ∼ Co. and IL), its different homologs were incorporated individually and studied for a model reaction. Exclusively, this is an introductory statement on the use of Cobalt binuclear symmetric ionic liquid catalysts in Hiyama reactions.


RSC Advances ◽  
2016 ◽  
Vol 6 (97) ◽  
pp. 94314-94324 ◽  
Author(s):  
Arash Ghorbani-Choghamarani ◽  
Ali Ashraf Derakhshan ◽  
Maryam Hajjami ◽  
Laleh Rajabi

For the first time, Cu(ii) supported on Schiff-base alumoxane framework was used as an effective and recyclable nanocatalyst in Suzuki–Miyaura and Stille cross coupling reactions.


2020 ◽  
Author(s):  
Baojian Xiong ◽  
Yue Li ◽  
Yin Wei ◽  
Søren Kramer ◽  
Zhong Lian

Cross-coupling between substrates that can be easily derived from phenols is highly attractive due to the abundance and low cost of phenols. Here, we report a dual nickel/palladium-catalyzed reductive cross-coupling between aryl tosylates and aryl triflates; both substrates can be accessed in just one step from readily available phenols. The reaction has a broad functional group tolerance and substrate scope (>60 examples). Furthermore, it displays low sensitivity to steric effects demonstrated by the synthesis of a 2,2’disubstituted biaryl and a fully substituted aryl product. The widespread presence of phenols in natural products and pharmaceuticals allow for straightforward late-stage functionalization, illustrated with examples such as Ezetimibe and tyrosine. NMR spectroscopy and DFT calculations indicate that the nickel catalyst is responsible for activating the aryl triflate, while the palladium catalyst preferentially reacts with the aryl tosylate.


2020 ◽  
Author(s):  
Chet Tyrol ◽  
Nang Yone ◽  
Connor Gallin ◽  
Jeffery Byers

By using an iron-based catalyst, access to enantioenriched 1,1-diarylakanes was enabled through an enantioselective Suzuki-Miyaura crosscoupling reaction. The combination of a chiral cyanobis(oxazoline) ligand framework and 1,3,5-trimethoxybenzene additive were essential to afford high yields and enantioselectivities in cross-coupling reactions between unactivated aryl boronic esters and a variety of benzylic chlorides, including challenging ortho-substituted benzylic chloride substrates. Mechanistic investigations implicate a stereoconvergent pathway involving carbon-centered radical intermediates.


2018 ◽  
Author(s):  
Yiming Zhao ◽  
Huy van Nguyen ◽  
Louise Male ◽  
Philip Craven ◽  
Benjamin R. Buckley ◽  
...  

<div>Twelve 1,5-disubtituted and fourteen 5-substituted 1,2,3-triazole derivatives bearing diaryl or dialkyl phosphines at the 5-position were synthesised and used as ligands for palladium-catalysed Suzuki-Miyaura cross-coupling reactions. Bulky substrates were tested, and lead-like product formation was demonstrated. The online tool SambVca 2.0 was used to assess steric parameters of ligands and preliminary buried volume determination using XRD obtained data in a small number of cases proved to be informative. Two modelling approaches were compared for the determination of</div><div>the buried volume of ligands where XRD data was not available. An approach with imposed steric restrictions was found to be superior in leading to buried volume determinations that closely correlate with observed reaction conversions. The online tool LLAMA was used to determine lead-likeness of potential Suzuki-Miyaura cross-coupling products, from which ten of the most lead-like were successfully synthesised. Thus, confirming these readily accessible triazole-containing phosphines as highly suitable ligands for reaction screening and optimisation in drug discovery campaigns.</div>


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