Magnetically Separable Pd Catalyst for Highly Selective Epoxide Hydrogenolysis under Mild Conditions

2007 ◽  
Vol 9 (17) ◽  
pp. 3417-3419 ◽  
Author(s):  
Min Serk Kwon ◽  
In Soo Park ◽  
Jum Suk Jang ◽  
Jae Sung Lee ◽  
Jaiwook Park
ChemInform ◽  
2007 ◽  
Vol 38 (51) ◽  
Author(s):  
Min Serk Kwon ◽  
In Soo Park ◽  
Jum Suk Jang ◽  
Jae Sung Lee ◽  
Jaiwook Park

2019 ◽  
Vol 9 (9) ◽  
pp. 1792
Author(s):  
Liu ◽  
Wang ◽  
Gao ◽  
Wang ◽  
Cheng ◽  
...  

Chemoselective hydrogenation of aldehydes with heterogeneous catalysts under mild conditions is of great importance but remains a major challenge. Herein, an efficient strategy was developed for low temperature chemoselective hydrogenation of aldehydes with broad substrate scope over a magnetic material supported palladium catalyst (γ-Fe2O3@HAP-Pd). Aldehydes bearing various reducible functional groups readily underwent hydrogenation to give the corresponding primary alcohols with moderate to excellent yield at room temperature in aqueous solutions. The Hammett equation revealed that the hydrogenation of aromatic aldehydes proceeded via an anionic intermediate. Additionally, when the temperature increased to 70 °C, toluene was obtained by the deoxygenation of benzaldehyde in excellent yield. Furthermore, the γ-Fe2O3@HAP-Pd could be recycled up to six times without loss of activity and metal leaching.


2019 ◽  
Vol 21 (5) ◽  
pp. 1021-1042 ◽  
Author(s):  
Virendra Ranaware ◽  
Deepak Verma ◽  
Rizki Insyani ◽  
Asim Riaz ◽  
Seung Min Kim ◽  
...  

An efficient bimetallic ZnO/Co@N-CNT catalyst was designed for selective hydrogenation and hydrodeoxygenation of lignin and its derived components in water.


RSC Advances ◽  
2016 ◽  
Vol 6 (99) ◽  
pp. 96644-96661 ◽  
Author(s):  
Behrooz Maleki ◽  
Mehdi Baghayeri ◽  
Sedigheh Ayazi Jannat Abadi ◽  
Reza Tayebee ◽  
Amir Khojastehnezhad

Application of ultrasonic method as a green source of energy to reduce the reaction times compared to conventional processes. NiFe2O4@SiO2–H14[NaP5W30O110] was used as magnetically separable catalyst for synthesis of pyrans with minimum work up.


Author(s):  
Douglass F. Taber

Fusarisetin A 3 is an intriguing inhibitor of cell migration and invasion that is not itself cytotoxic. Ang Li of the Shanghai Institute of Organic Chemistry developed (J. Am. Chem. Soc. 2012, 134, 920) a total synthesis of (–)-fusarisetin A, demonstrating that the natural material had the absolute configuration opposite to that originally assigned. A key step in the synthesis was the highly diastereoselective cyclization of 1 to 2. The absolute configuration of 1 and so of synthetic 3 was derived from commercial citronellol, which is prepared on an industrial scale by asymmetric synthesis. To this end, the reagents 6 and 8 were required. The β-ketothio ester 6 was prepared from the Meldrum’s acid 4 and the phosphonate 8 was derived from methyl sorbate 7. The acetal of citronellal 9 was ozonized with reductive work-up to give the alcohol 10. Protection followed by hydrolysis gave the aldehyde 11, which was condensed with 8 to give the triene 12. Deprotection followed by oxidation delivered an aldehyde, which was condensed with 6 to give the Diels-Alder precursor 1. With BF3 • OEt2 catalysis, the Diels-Alder cycloaddition proceeded under mild conditions, –40oC for 40 min, leading to 2 as a single diastereomer. Comparable intramolecular Diels-Alder cyclizations with single carbonyl activation gave mixtures of diastereomers. The alcohol 13 was prepared by transesterification of 2 with trifluoroethanol. Activation with MsCl led directly to the kinetic O-alkylation product 14. Following the precedent of Trost (J. Am. Chem. Soc. 1980, 102, 2840), exposure to a Pd catalyst smoothly converted 14 into 15 as the desired diastereomer. Condensation of the ester 15 with the amine 16 gave the diene 17. Selective oxidation of the monosubstituted alkene under Wacker conditions gave the ketone, which was reduced selectively by the Luche protocol to the alcohol 18. Exposure of 18 to NaOCH3 initiated Dieckmann cyclization, leading to (–)-fusarisetin A 3.


RSC Advances ◽  
2014 ◽  
Vol 4 (78) ◽  
pp. 41510-41520 ◽  
Author(s):  
Jianfei Sheng ◽  
Fei Mao ◽  
Jun Yan ◽  
Ling Huang ◽  
Xingshu Li

A series of new ortho-(3,4,5-trimethoxybenzoyl)-acetanilides were synthesised by the cross-coupling reaction catalyzed with Pd catalyst in aqueous medium, with polyethylene glycol as additive under very mild conditions.


Nanomaterials ◽  
2019 ◽  
Vol 9 (7) ◽  
pp. 998 ◽  
Author(s):  
Tingting Wang ◽  
Chenyuan Liu ◽  
Xinxin Ma ◽  
Wancheng Zhu ◽  
Xiaoxia Lv ◽  
...  

Nickel phyllosilicates have attracted much attention owing to their potential applications in various fields. Herein, Ni3Si4O10(OH)2 porous microspheres (NiSi-PMs) with a diameter of 1.2 to 3.2 μm were successfully fabricated via a urea-assisted hydrothermal method, and subsequently used to prepare supported Pd catalyst. Characterizations of the NiSi-PMs and the obtained catalyst, combined with the catalytic performance for the hydrogenation reaction, are presented and discussed. The BET surface area and pore volume of the NiSi-PMs were 196.2 m2 g−1 and 0.70 cm3 g−1, respectively. The Pd/NiSi-PMs catalyst exhibited remarkable catalytic activity for the hydrogenation of styrene under mild conditions, with a turnover frequency of 5234 h−1, and the catalyst was recovered and recycled for six consecutive cycles without any discernible loss of activity. H2-TPR and H2-TPD revealed that the activity of the catalysts was closely related to the adsorption property for hydrogen. The present Ni3Si4O10(OH)2 supported Pd catalyst afforded a promising and competitive candidate for heterogeneous catalysis.


2019 ◽  
Vol 10 (38) ◽  
pp. 8825-8831 ◽  
Author(s):  
Balaram S. Takale ◽  
Ruchita R. Thakore ◽  
Sachin Handa ◽  
Fabrice Gallou ◽  
John Reilly ◽  
...  

A newly engineered palladacycle that contains substituents on the biphenyl rings along with the ligand HandaPhos is especially well-matched to an aqueous micellar medium, enabling valued Suzuki–Miyaura couplings to be run not only in water under mild conditions, but at 300 ppm of Pd catalyst.


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