113547-30-1Relevant articles and documents
Synthesis and characterization of Pd based on [2,2'- bipyridin]-4-amine functionalized nano cellulose as a novel and recyclable nano catalyst for Suzuki reaction
Mohammadnia, Majid,Sun, Yuqi
, (2020)
In this work, it was designed and prepared an efficient nanocatalyst Pd based on [2,2'- bipyridin]-4-amine functionalized nano cellulose (Pd?BPA?CNC) and then characterized by FT-IR, XRD, ICP-AES, EDX, SEM, TEM and TGA techniques. The catalytic activity of the nanocatalyst was investigated through one-pot synthesis of biaryl derivatives from the reaction of aryl halides with arylboronic acids in DMSO solvent conditions. This Simple and mild procedure displayed excellent recyclability and provided cleaner conversion in a short reaction time. All of these advantages make the protocol feasible and economical attractive for researchers.
Alkali Metal Effects in Trans-Metal-Trapping (TMT): Comparing LiTMP with NaTMP in Cooperative MTMP/Ga(CH2SiMe3)3 Metalation Reactions
McLellan, Ross,Uzelac, Marina,Bole, Leonie J.,Gil-Negrete, Jose María,Armstrong, David R.,Kennedy, Alan R.,Mulvey, Robert E.,Hevia, Eva
, p. 1207 - 1215 (2019)
Stepwise metalation and trapping, so called trans-metal-trapping (TMT), of anisole is studied using LiTMP as base and Ga(CH2 SiMe3)3 as trap. The isolated 'trapped' intermediate is also assessed in C-C bond forming reactions, highlighting the inherent advantages and remaining challenges of this system. The same base trap mixture is found to metallate N-Me bonds of the diamines TMEDA and PMDETA. Comparative studies replacing LiTMP by NaTMP have found significant alkali metal effects on the extent of both base-trap cocomplexation and onward reactivities of TMT products.
A new cascade radical reaction for the synthesis of biaryls and triaryls from benzyl iodoaryl ethers
Harrowven, David C.,Nunn, Michael I.T.,Newman, Nicola A.,Fenwick, David R.
, p. 961 - 964 (2001)
The paper describes a new method of synthesizing biaryls and triaryls through an intramolecular ipso-substitution reaction initiated by the addition of an aryl radical to a benzyl ether. A tandem variant of the reaction has also been demonstrated. A short synthesis of isoaucuparin 27, a natural product found in the sapwood tissue of Sorbus aucuparia, is also described.
Magnetic nanoparticles supported N-heterocyclic palladium complex: Synthesis and catalytic evaluations in Suzuki cross-coupling reaction
Dong, Yahao,Xue, Fengjun,Wei, Yuping
, (2021)
Because of the robustness and magnetic properties, the magnetic materials are promising and alternative candidate for the fabrication of noble metal in chemical catalysis from the viewpoint of green chemistry. Accordingly, an eco-friendly magnetic palladium catalyst loaded on N-Methylimidazole functionalized Fe3O4@SiO2 nanoparticles (Fe3O4@SiO2-NMIM-Pd) has been designed and prepared in the present work. The resultant composite exhibited excellent catalytic activity towards the Suzuki cross-coupling reaction for the synthesis of the corresponding biaryls in good to excellent yields (up to 96%) under aerobic conditions. In particular, this catalyst could be easily recovered through magnetic separation in a few cycles. The as-prepared palladium complex showed advantages including high thermal stability, low toxicity, moisture and oxygen insensitivities in Suzuki reactions. More importantly, this study presents a catalysis system, which will provide the magnetic materials access to the potential applications in a wide range of green organic catalysis.
A zerovalent nickel-2,2'-bipyridine complex: an efficient catalyst for electrochemical homocoupling of ortho-substituted halides and their heterocoupling with meta- and para-substituted halides
Meyer, Gilbert,Rollin, Yolande,Perichon, Jacques
, p. 263 - 268 (1987)
Electroreduction of ortho-substituted halides Ar-X in a nickel-2,2'-bipyridyl system and N-methylpyrrolidone as solvent gave the homocoupling product ArAr.The nickel-2,2'-bipyridyl system is also a catalyst for the electrochemical heterocoupling of ArX with meta- or para-substituted halides Ar'X'.
Preparation and characterization of Cu based on 2-(5-Aminopyrimidin-2-yl)pyrimidin-5-amine as novel recyclable metal–organic frameworks for Suzuki reaction
Mohammadnia, Majid
, (2021/11/24)
For first time, in this work, a new, heterogeneous and recyclable catalyst was designed using immobilizing Cu on 2-(5-Aminopyrimidin-2-yl)pyrimidin-5-amine ([CuAPPA·2H2O]n) named metal–organic frameworks (MOFs). This catalyst was used for the synthesis of biaryl derivatives by Suzuki reaction. Suzuki reaction performed with mixing of the aryl halides with arylboronic acids in the DMF solvent conditions. Also, the prepared catalyst was characterized with different analytical techniques such as FT-IR, XRD, SEM, EDX, BET and ICP-AES analysis. [CuAPPA·2H2O]n catalyst displayed good to excellent yields catalytic efficiency for Suzuki reaction in comparison with to other catalysts. Also, the recoverability and reusability related to this catalyst was checked by a simple filtration with reserving its activity even after several cycles.
CuI in biorenewable basic medium: Three novel and low E-factor Suzuki-Miyaura cross-coupling reactions
Lakshmidevi, Jangam,Naidu, Bandameeda Ramesh,Venkateswarlu, Katta
, (2022/03/31)
In this article, we have disclosed three inexpensive and novel copper-catalyzed C(sp2)–C(sp2) coupling reactions of substituted aryl/heteroaryl halides with arylboronic acids by employing water extract of pomegranate ash (WEPA) as biorenewable base and aqueous reaction medium. CuI/WEPA, CuI/WEPA/DABCO, CuI/WEPA/SPhos catalytic systems were developed for the present Suzuki-Miyaura coupling. WEPA has been found to be the effective base and reaction medium for copper-catalysed Suzuki-Miyaura reactions with and without ligands to provide good to high yields of coupling products. This method has remarkable advantages like inexpensive and waste-derived biorenewable base, low catalyst loading, moderate temperature, replacement of precious palladium with abundant copper, no or negligible contamination of copper in products, low E-factor, high chemoselectivity and a large substrate scope.
