83965-72-4

Upstream product

• 626-05-1 2,6-Dibromopyridine 
• 250643-76-6 tris((2-phenyl)ethynyl)indium 
• 3757-88-8 tributylstannylethynylbenzene 
• 5431-44-7 2,6-Pyridinedicarboxaldehyde 
• 3112-88-7 Benzyl phenyl sulfone 
• 536-74-3 phenylacetylene 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 64846-61-3 phenylacetylenic zinc bromide 
• 591-50-4 iodobenzene 
• 75867-46-8 2,6-diethynylpyridine 
• 75867-44-6 2,6-bis(2-(trimethylsilyl)ethynyl)pyridine 
• 64-17-5 ethanol 
• 856849-90-6 2,6-bis-(α,β-dibromo-phenethyl)-pyridine 
• 71-43-2 benzene 

Downstream Products

• 51425-17-3 2,6-diphenylacylpyridine 
• 67534-57-0 2,6-bis (phenylglyoxalyl) pyridine 
• 947177-69-7 C₂₉H₂₄BN 
• 1394025-13-8 C₄₅H₃₃N 
• 68031-94-7 2,6-bis (2-phenylethyl) pyridine 
• 1428798-33-7 C₂₂H₂₄N⁽¹⁺⁾*CF₃O₃S^(1-) 
• 1428797-82-3 1-methyl-2,6-bis(phenylethynyl)pyridin-1-ium trifluoromethanesulfonate 

Relevant academic research and scientific papers

Design of a modular-based fluorescent conjugated polymer for selective sensing

Sensitive and selective, a modular-based fluorescent polymer combines a rigid electron-conducting block (see picture; B) with a flexible binding block (A). The monopyridyl group of the coordinating module has a great affinity for PdII ions and

A facile protocol for copper-free palladium-catalyzed Sonogashira coupling in aqueous media

The combination of a readily available palladium catalyst and an eco-friendly basic aqueous solution of room-temperature ionic liquid, choline hydroxide (ChOH), was used in a facile protocol alternative to the Sonogashira coupling reaction, alkynylation of aryl halides in the absence of a copper cocatalyst and an external base. The dual nature of ChOH to act as a base and a green solvent played a crucial role in the catalytic cycle. The coupling reaction progressed efficiently to form a Csp-Csp2 bond under the identified conditions although the reaction outcome depended significantly on the substrates.

A conjugated microporous polymer as a recyclable heterogeneous ligand for highly efficient regioselective hydrosilylation of allenes

Pyridines containing adjacent CC bonds were utilized as ligand units and integrated into the skeleton of conjugated microporous polymers. The resultant Pd-CMP-1 was first applied as a highly efficient heterogeneous catalytic system for Pd-catalyzed allene hydrosilylation towards a wide range of allenes to produce branched allylsilanes with high regioselectivity. The ligand units of the polymer, along with the confinement effect of the porous structure, jointly regulated the regioselectivity. The parts-per-million (ppm) levels of Pd, coordinated with the recyclable heterogeneous ligand, show promise for industrial applications. This work opens a new front of using CMP as an intriguing platform for developing highly efficient catalysts to control the regioselectivities in allene hydrosilylation.

Luminogens for Aggregation-Induced Emission via Titanium-Mediated Double Nucleophilic Addition to 2,5-Dialkynylpyridines: Formation and Transformation of the Emitting Aggregates

New luminogens for aggregation-induced emission (AIE), which are characterized by a branched cross-conjugated 2,6-bis(1,2,2-triarylvinyl)pyridine motif, have been synthesized exploiting the one-pot Ti-mediated tetraarylation of 2,6-bis(arylethynyl)pyridin

Direct preparation of arylethynylzinc bromides and their application to cross-coupling reactions

A novel synthetic protocol for the preparation of arylethynylzinc bromides has been developed. Thus-obtained organozinc reagents were successfully employed in the subsequent cross-coupling reactions with a broad range of aryl halides providing the corresponding alkynylated compounds in good to excellent yields.

Sonogashira (Cu and amine free) and Suzuki coupling in air catalyzed: Via nanoparticles formed in situ from Pd(ii) complexes of chalcogenated Schiff bases of 1-naphthaldehyde and their reduced forms

The reaction of 1-naphthaldehyde with 2-(phenylthio/seleno)ethylamine afforded air- and moisture-insensitive Schiff bases: C10H7-1-CHN-CH2CH2EPh (L1: E = S; L2: E = Se). Then, on treatment with NaOAc and Li2PdCl4, palladacycles, [Pd(L1-H/L2-H)Cl] (1/2) were formed at room temperature, in which L1/L2 are ligated as an unsymmetric (C-, N, E) pincer. The reduction of >CN bonds of L1 and L2 with sodium borohydride gave C10H7-1-CH2NH-CH2CH2EPh (L3: E = S; L4: E = Se). The reactions of L3/L4 at room temperature, similar to those of L1/L2, resulted in the formation of complex [Pd(L3/L4)Cl2] (3/4), in which the ligand is coordinated in a bidentate (N, E) mode. The yield of all the complexes was >85%. Characterization by HR-MS, 1H, 13C{1H} and 77Se{1H} NMR spectra of L1-L4 and their complexes 1-4 were performed. The structures of L1 and 1-4 were established with single-crystal X-ray diffraction. In all the complexes, the geometry of palladium was distorted square planar. The Pd-S bond distances in 1 and 3 were 2.426(12) and 2.259(2) ?, respectively, whereas Pd-Se bond lengths (?) were 2.523(11) (2) and 2.369(10) (4) ?. The catalytic activities of 1-4 were explored for copper- and amine-free Sonogashira and Suzuki-Miyaura coupling (SMC) of aryl halides under aerobic conditions. The amount of catalyst required for achieving good conversion was 0.01 and 0.05 mol% for SMC and Sonogashira coupling, respectively. The conversion of some substrates reached a maximum in 1 and 2 h for Sonogashira coupling and SMC, respectively. The palladacycles as catalysts gave good conversion efficiency. The generation of palladium-containing nanoparticles (NPs) during both coupling reactions was observed. These were isolated and HR-TEM studies were performed on them and revealed their size as ～2-7 nm. The SEM-EDX analysis indicated the presence of organochalcogen ligands or their fragments in the samples. They independently catalyzed both reactions. Therefore, the role of 1-4 in catalysis undoubtedly exists. For Sonogashira coupling, the formation and role of such Pd-based NPs under aerobic conditions were observed for the first time. The complexes 1-4 showed the potential for reuse, as in the eighth cycle, conversion dropped by only 20%.

Conjugated Microporous Polymer as Heterogeneous Ligand for Highly Selective Oxidative Heck Reaction

A series of pyridine-type ligands containing C C bonds were designed and synthesized for selective oxidative Heck reaction. These ligands were utilized as functional units and integrated into the skeleton of conjugated microporous polymers. 6,6′-diiodo-2,2′-bipyridine and 1,3,5-triethynylbenzene were polycondensed via Sonogashira cross-coupling strategy to afford CMP-1 material. The resultant CMP-1 was used as a heterogeneous catalytic ligand for the PdII-catalyzed oxidative Heck reaction with high linear selectivity. The linear selectivity of CMP-1 is about 30 times higher than that of bipyridine-based monomer ligand. This work opens a new front of using CMP as an intriguing platform for developing highly efficient catalysts in controlling the regioselectivity in organic reactions.

Palladium nanoparticles supported on a titanium dioxide cellulose composite (PdNPs@TiO2-Cell) for ligand-free carbon-carbon cross coupling reactions

Well-dispersed non-spherical PdNPs with a diameter of 39-45 nm supported on a TiO2-cellulose composite (PdNPs@TiO2-Cell) can be synthesized by a simple and clean route. The catalyst was well characterized by XRD, FE-SEM, EDS, and TEM techniques. The PdNPs have good dispersity on the TiO2-Cell support. This results in excellent catalytic activities for the synthesis of biphenyls, acrylates, acetylenes and prochiral ketones using low Pd loading (1 mol%) at comparatively low temperature. The effects of the nature and amount of bases, nature of solvents, amount of catalyst and the reaction temperature on the activity of PdNPs@TiO2-Cell were thoroughly investigated. The catalyst showed at least four times reusability without decrease in catalytic activity.

AgI-directed triple-stranded helicates with meta-ethynylpyridine ligands

A series of triple-stranded complexes, [1a3Ag]BF4, [1b3Ag]BF4, [2a3Ag2](BF4)2, [2b3Ag2](BF4)2, and [33Ag3/

A Merrifield resin supported Pd-NHC complex with a spacer(Pd-NHC@SP-PS) for the Sonogashira coupling reaction under copper- and solvent-free conditions

Synthetic applications of a polymer supported air-stable palladium NHC complex with a spacer (catalyst 6, Pd-NHC@SP-PS) and without a spacer (catalyst 7, Pd-NHC@PS) have been studied for the Sonogashira cross-coupling reaction. The catalysts were prepared