17423-55-1

Upstream product

• 6315-89-5 3,4-dimethoxyaniline 
• 71-43-2 benzene 
• 5460-32-2 1-iodo-3,4-dimethoxybenzene 
• 2859-78-1 4-Bromoveratrole 
• 98-80-6 phenylboronic acid 
• 2633-57-0 triallyl(phenyl)silane 
• 91-16-7 1,2-dimethoxybenzene 
• 62-53-3 aniline 
• 23095-31-0 3,4-dimethoxybenzene-1-sulfonyl chloride 
• 16668-99-8 bis(phenyl)iodonium trifluoroacetate 
• 16766-27-1 4-chloro-1,2-dimethoxybenzene 
• 95546-50-2 3,4-dimethoxybenzenesulfonyl fluoride 
• 108-86-1 bromobenzene 
• 122775-35-3 3,4-Dimethoxyphenylboronic acid 

Downstream Products

• 37055-80-4 4-methoxy-[1,1'-biphenyl]-3-ol 
• 37055-79-1 4-hydroxy-3-methoxybiphenyl 
• 2041-27-2 2,3-Dimethoxyfluoren-9-one 
• 92-05-7 3,4-dihydroxybiphenyl 

Relevant academic research and scientific papers

Palladium-scavenging self-assembled hybrid hydrogels-reusable highly-active green catalysts for Suzuki-Miyaura cross-coupling reactions

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.

Programmable Self-Assembly of Heterometallic Palladium(II)–Copper(II) 1D Grid-Chain using Dinuclear Palladium(II) Corners with Pyrazole–Carboxylic Acid Ligands

A novel heterometallic diPdII–diCuII grid-chain, {[(bpy)4Pd4Cu2L4](NO3)4}n (2; bpy=2,2′-bipyridine), was synthesized through a programmable self-assembly approach from the molecular corners [(bpy)2Pd2(HL)(L)](NO3) (1) as linkers with CuII nitrate by using the bifunctional H2L ligand featuring primary (pyrazole) and secondary (benzoic acid) groups. Structural analysis revealed that 1D structure 2 consists of one [Cu2(O2CPh)4]n unit as a bridge and two [(bpy)2Pd2L2]n corners. Additionally, the catalytic effect of the heterometallic synergy on the Suzuki coupling reaction by using 2 was further explored.

Desulfitative Suzuki cross-couplings of arylsulfonyl chlorides and boronic acids catalyzed by a recyclable polymer-supported N-heterocyclic carbene-palladium complex catalyst

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.

The Synthesis of Organic Molecules of Intrinsic Microporosity Designed to Frustrate Efficient Molecular Packing

Efficient reactions between fluorine-functionalised biphenyl and terphenyl derivatives with catechol-functionalised terminal groups provide a route to large, discrete organic molecules of intrinsic microporosity (OMIMs) that provide porous solids solely by their inefficient packing. By altering the size and substituent bulk of the terminal groups, a number of soluble compounds with apparent BET surface areas in excess of 600m2 g-1 are produced. The efficiency of OMIM structural units for generating microporosity is in the order: propellane>triptycene>hexaphenylbenzene>spirobifluorene>naphthyl=phenyl. The introduction of bulky hydrocarbon substituents significantly enhances microporosity by further reducing packing efficiency. These results are consistent with findings from previously reported packing simulation studies. The introduction of methyl groups at the bridgehead position of triptycene units reduces intrinsic microporosity. This is presumably due to their internal position within the OMIM structure so that they occupy space, but unlike peripheral substituents they do not contribute to the generation of free volume by inefficient packing.

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

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.

Self-Assembling Supramolecular Hybrid Hydrogel Beads

With the goal of imposing shape and structure on supramolecular gels, we combine a low-molecular-weight gelator (LMWG) with the polymer gelator (PG) calcium alginate in a hybrid hydrogel. By imposing thermal and temporal control of the orthogonal gelation methods, the system either forms an extended interpenetrating network or core–shell-structured gel beads—a rare example of a supramolecular gel formulated inside discrete gel spheres. The self-assembled LMWG retains its unique properties within the beads, such as remediating PdII and reducing it in situ to yield catalytically active Pd0 nanoparticles. A single PdNP-loaded gel bead can catalyse the Suzuki–Miyaura reaction, constituting a simple and easy-to-use reaction-dosing form. These uniquely shaped and structured LMWG-filled gel beads are a versatile platform technology with great potential in a range of applications.

The synthesis, chain-packing simulation and long-term gas permeability of highly selective spirobifluorene-based polymers of intrinsic microporosity

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.

Study of the Structure-Activity Relationship in a Heterogeneous Copper-Palladium Catalysed Suzuki-Miyaura Coupling

Abstract Copper-palladium bimetallic catalyst supported on 4 ? molecular sieve prepared with two-step wet impregnation was successfully applied in the Suzuki-Miyaura reaction. The reaction took place with a variety of substituted boronic acids as well as with a collection of iodo- and bromobenzene derivatives. In some cases steric effects had influence on the reaction, ortho-substituted iodo- or bromobenzenes gave lower yield independently from the substituent. But most m- and p-substituted iodo- and bromobenzenes showed good to excellent activity. Several biphenyls were obtained by two or even three pathways: either the boronic acid or the respective iodo- or bromobenzene was functionalised.

Palladium Immobilized on a Polyimide Covalent Organic Framework: An Efficient and Recyclable Heterogeneous Catalyst for the Suzuki–Miyaura Coupling Reaction and Nitroarene Reduction in Water

An efficient and recyclable Pd nano-catalyst was developed via immobilization of Pd nanoparticles on polyimide linked covalent organic frameworks (PCOFs) that was facilely prepared through condensation of melamine and 3,3′,4,4′-biphenyltetracarboxylic dianhydride. The Pd nanoparticles (Pd NPs) catalyst was thoroughly characterized by FT-IR, XRD, SEM, TEM. Furthermore, the catalytic activity of Pd NPs catalyst was evaluated by Suzuki–Miyaura coupling reaction and nitroarene reduction in water, respectively. The excellent yields of corresponding products revealing revealed that the Pd NPs catalyst could be applied as an efficient and reusable heterogeneous catalyst for above two reactions. Graphical Abstract: [Figure not available: see fulltext.]

'Awaken' aryl sulfonyl fluoride: a new partner in the Suzuki-Miyaura coupling reaction

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