17423-55-1Relevant articles and documents
Palladium-scavenging self-assembled hybrid hydrogels-reusable highly-active green catalysts for Suzuki-Miyaura cross-coupling reactions
Slavík, Petr,Kurka, Dustin W.,Smith, David K.
, p. 8673 - 8681 (2018)
A hybrid hydrogel based on 1,3:2,4-dibenzylidene sorbitol (DBS) modified with acyl hydrazides combined with agarose was used for in situ reduction and binding of palladium from aqueous mixtures without the need for an external reducing agent. Palladium uptake was monitored and the formation of Pd nanoparticles (PdNPs) trapped within the gel and located close to the nanofibres was confirmed. This gel effectively scavenges palladium from solution to concentrations 10 times). Reactions were purified by simple washing protocols, and leaching of Pd from the gels is limited (1 ppm). The gels were also used in flow-through mode, giving efficient, rapid reactions, with easy work-up. These catalytic gels combine advantages of homogeneous and heterogeneous catalysts-they are solvent compatible with the reaction taking place in a solution-like environment, while the solid-like gel network enables catalyst recycling. In summary, these hydrogels scavenge 'waste' palladium and convert it into gel 'wealth' capable of efficient, environmentally-friendly Suzuki-Miyaura catalysis.
Desulfitative Suzuki cross-couplings of arylsulfonyl chlorides and boronic acids catalyzed by a recyclable polymer-supported N-heterocyclic carbene-palladium complex catalyst
Zhang, Sujuan,Zeng, Xiaoming,Wei, Zhijun,Zhao, Dongbing,Kang, Tairan,Zhang, Weifeng,Yan, Mei,Luo, Meiming
, p. 1891 - 1894 (2006)
An effective and easy-to-handle process for the desulfitative Suzuki cross-couplings of arylsulfonyl chlorides and boronic acids in the presence of a recyclable polymer-supported NHC-Pd complex was developed. The supported catalyst could be reused several times with little loss of catalytic activity. Georg Thieme Verlag Stuttgart.
A green and cost-effective approach for the production of gold nanoparticles using corn silk extract: A recoverable catalyst for Suzuki–Miyaura reaction and adsorbent for removing of dye pollutants
Khodaei, Mohammad Mehdi,Dehghan, Mahsa
, p. 219 - 231 (2019)
In this study, we have developed an eco-friendly and inexpensive method for the synthesis of gold nanoparticles immobilized on the Schiff-base functionalized SBA-15 by using of corn silk extract as a natural reducing agent. Appropriate analyses confirm the structure of this heterogeneous nanocomposite. This synthesized nanocomposite acts as a robust nanocatalyst for the selective production of biphenyls in Suzuki–Miyaura coupling reaction and a strong adsorbent for degradation of anionic and cationic dyes such as methyl orange and methylene blue. The results show that this composite leads to the formation of biphenyl derivatives in excellent yields even for less-active aryl halides such as chlorobenzene at mild conditions and efficient degradation of organic dyes (>99%) in a short time through a pseudo-first order kinetic model. Easy separation of this nanocomposite from the reaction mixture by applying an external magnet and its reusability for several times without significant loss in its activity, are the other advantages of this nanocomposite.
The synthesis, chain-packing simulation and long-term gas permeability of highly selective spirobifluorene-based polymers of intrinsic microporosity
Bezzu, C. Grazia,Carta, Mariolino,Ferrari, Maria-Chiara,Jansen, Johannes C.,Monteleone, Marcello,Esposito, Elisa,Fuoco, Alessio,Hart, Kyle,Liyana-Arachchi,Colina, Coray M.,McKeown, Neil B.
, p. 10507 - 10514 (2018)
Membranes composed of Polymers of Intrinsic Microporosity (SBF-PIMs) have potential for commercial gas separation. Here we report a combined simulation and experimental study to investigate the effect on polymer microporosity and gas permeability by placing simple substituents such as methyl, t-butyl and fused benzo groups onto PIMs derived from spirobifluorene (PIM-SBFs). It is shown that methyl or t-butyl substituents both cause a large increase in gas permeabilities with four methyl groups enhancing the concentration of ultramicropores (a greater concentration of larger, less selective, micropores (>1.0 nm). Long-term ageing studies (>3.5 years) demonstrate the potential of PIM-SBFs as high-performance membrane materials for gas separations. In particular, the data for the PIM derived from tetramethyl substituted SBF reaches the proposed 2015 Robeson upper bound for O2/N2 and, hence, hold promise for the oxygen or nitrogen enrichment of air. Mixed gas permeation measurements for CO2/CH4 of the aged PIM-SBFs also demonstrate their potential for natural gas or biogas upgrading.
'Awaken' aryl sulfonyl fluoride: a new partner in the Suzuki-Miyaura coupling reaction
Ding, Chengrong,Guan, Chenfei,Miao, Huihui,Zhang, Guofu,Zhao, Yiyong
, p. 3560 - 3564 (2022/03/07)
An example of the activation of the -SO2F group, which is traditionally considered a stable group even in the presence of a transition metal, is described using a novel partner in the Suzuki-Miyaura coupling reaction catalyzed by Pd(OAc)2 and Ruphos as ligands. The products showed good to outstanding yields and broad functional group compatibility under optimal conditions. The sequential synthesis of non-symmetric terphenyls and the gram grade process highlight the approach's synthetic utility. DFT calculations have shown that Pd0 prefers to insert between C-S bonds rather than S-F bonds. This journal is
From the grafting of NHC-based Pd(II) complexes onto TiO2 to the in situ generation of Mott-Schottky heterojunctions: The boosting effect in the Suzuki-Miyaura reaction. Do the evolved Pd NPs act as reservoirs?
De Tovar, Jonathan,Rataboul, Franck,Djakovitch, Laurent
, p. 133 - 147 (2021/05/10)
The assumption that the real active species involved in the Suzuki-Miyaura reaction are homogeneous, heterogeneous or both is often proposed. However a lack of characterization of the true catalytic entities and their monitoring makes assumptions somewhat elusive. Here, with the aim of getting new insights into the formation of active species in the Suzuki-Miyaura reaction, a family of palladium(II) complexes bearing bis(NHC) ligands was synthesized for immobilization at the surface of TiO2. The studies reveal that once the complexes are anchored onto TiO2, the mechanism governing the catalytic reaction is different from that observed for the non-anchored complexes. All complexes evolved to Pd NPs at the surface of TiO2 under reaction conditions and released Pd species in the liquid phase. Also, this reactivity was boosted by the in situ generation of Mott-Schottky heterojunctions, opening new routes towards the design of heterogenized catalysts for their further implementation in reverse-flow reactors.
