80221-17-6

Upstream product

• 24654-08-8 3-(2-chlorophenyl)prop-2-ynoic acid 
• 401514-40-7 1-chloro-2-(2,2-dibromovinyl)benzene 
• 105273-33-4 1-chloro-2-(trimethylsilylethynyl)benzene 
• 89-98-5 2-chloro-benzaldehyde 
• 615-41-8 2-iodochlorobenzene 
• 75-20-7 calcium carbide 
• 1066-54-2 trimethylsilylacetylene 
• 873-31-4 2-chlorophenylacetylene 
• 75230-55-6 N’-(1-(2-chlorophenyl) ethylidene)-4-methylbenzenesulfonohydrazide 
• 2142-68-9 1-(2-chlorophenyl)ethanone 
• 650600-16-1 (Z)-4-phenylbut-3-yn-2-one O-methyl oxime 

Relevant academic research and scientific papers

Creating Dynamic Nanospaces in Solution by Cationic Cages as Multirole Catalytic Platform for Unconventional C(sp)?H Activation Beyond Enzyme Mimics

Herein we demonstrate that, based on the creation of dynamic nanospaces in solution by highly charged positive coordination cage of [Pd6(RuL3)8]28+, multirole and multi-way cage-confined catalysis is accomplisha

Preparation method of water-soluble vitamin E participated conjugated diyne compound

The water-soluble vitamin E participates in the green preparation method of the conjugated diyne compound, the water serves as a reaction solvent, the use amount of the organic solvent is reduced, and zero emission of the solvent is realized. The excellent physicochemical properties of water are fully utilized, the reaction conditions are mild and efficient, the surfactant TPGS - 750 - M can be recycled through treatment, and the principle of environmental friendliness is completely met. The reaction substrate is wide in applicability, can catalyze the aryl alkyne, can catalyze the aliphatic hydrocarbon, and provides a simple and environment-friendly preparation method for the synthesis of the conjugated diyne. The copper catalyst which is more suitable for the reaction and reaction medium of the invention is screened out, and the yield is greatly improved.

Leaf-like CuO nanosheets on rGO as an efficient heterogeneous catalyst for Csp-Csp homocoupling of terminal alkynes

In this work, the economic and well-defined leaf-like CuO nanosheets on rGO (CuO nanosheets/rGO) was synthesized by a convenient hydrothermal method. The morphology and chemical composition of CuO nanosheets/rGO were confirmed by XRD, SEM-EDS, TEM, HR-TEM, and XPS techniques. The CuO nanosheets/rGO was successfully applied as a high-performance heterogeneous catalyst in the homocoupling of 12 terminal alkynes, and the isolated yield of each product was more than 80%, except for propargyl alcohol. This catalyst could be reused five times with little activity loss. Thus, it is beneficial for green and sustainable development of organic synthetic chemistry.

Synthesis of 3,4-bis(Butylselanyl)selenophenes and 4-alkoxyselenophenes promoted by oxone

We describe herein an alternative transition-metal-free procedure to access 3,4-bis(butylsela nyl)selenophenes and the so far unprecedented 3-(butylselanyl)-4-alkoxyselenophenes. The protocol involves the 5-endo-dig electrophilic cyclization of 1,3-diynes promoted by electrophilic organosele-nium species, generated in situ through the oxidative cleavage of the Se-Se bond of dibutyl diselenide using Oxone as a green oxidant. The selective formation of the title products was achieved by controlling the solvent identity and the amount of dibutyl diselenide. By using 4.0 equiv of dibutyl diselenide and acetonitrile as solvent at 80?C, four examples of 3,4-bis(butylselanyl)selenophenes were obtained in moderate to good yields (40–78%). When 3.0 equiv of dibutyl diselenide were used, in the presence of aliphatic alcohols as solvent/nucleophiles under reflux, 10 3-(butylselanyl)-4-alkoxyselenophenes were selectively obtained in low to good yields (15–80%).

Synthesis of 1,3-Diynes Using Calcium Carbide as an Alkyne Source

A simple method for the synthesis of 1,3-diynes from iodoarenes using calcium carbide as an alkyne source and air as an oxidant is described. A series of 1,4-diarylbuta-1,3-diynes were efficiently synthesized by this strategy. The salient features of this protocol are the use of inexpensive and easy-to-handle alkyne source, broad substrate scope, open-air condition, and simple operation procedure.

Transition-metal-free variant of Glaser- and Cadiot-Chodkiewicz-type Coupling: Benign access to diverse 1,3-diynes and related molecules

Efficient and transition-metal-free transformations towards the synthesis of 1,3-diynes have been described from their corresponding terminal acetylenes or 1,1-dibromo-1-alkenes. The efficiency of molecular iodine as catalyst in aqueous medium, driven the transformation to afford 1,3-diynes in moderate to good yields. The developed reaction conditions revealed appreciable functional group tolerance in aqueous medium. Further, the scope of the transition-metal-free approach for the synthesis of 1,3-enynes has been investigated using terminal alkynes as easy available precursors.

Selective C-C coupling of terminal alkynes under an air atmosphere without base over Cu-NX-C catalysts

The fabrication of a silk fibroin-drived porous, in situ nitrogenated carbon skeleton with highly dispersed Cu-NX-C active sites via a sol-gel and pyrolysis treatment was demonstrated. Cu-NX-C was used to catalyze the oxidative homo-coupling of terminal a

Tuning of the redox potential and catalytic activity of a new Cu(ii) complex by: O -iminobenzosemiquinone as an electron-reservoir ligand

The synthesis and characterization of a new Cu(ii) complex, LNIS2CuII (LNIS = o-iminobenzosemiquinone), are reported. X-ray crystallography studies showed that two o-iminobenzosemiquinone radicals form a distorted square-planar geometry around the Cu(ii) center of LNIS2CuII. Magnetic measurements revealed the paramagnetic character of the complex caused by the presence of three unpaired electrons located on the o-iminobenzosemiquinonate ligands and the CuII center. Magnetochemical experiments, and EPR and DFT studies prove that the ground state of the complex is a doublet, which is consistent with the ferromagnetic coupling between Cu(ii) and o-iminobenzosemiquinone centers and stronger antiferromagnetic coupling between the iminobenzosemiquinone moieties. The ligand-centered redox reactions of the complex were studied by cyclic voltammetry. Aerobic oxidation of alcohols to aldehydes with TEMPO was studied in the presence of LNIS2CuII. Furthermore, LNIS2CuII was found to be an efficient catalyst in homo-coupling of terminal alkynes.

Ancillary ligand electro-activity effects towards phenyl acetylene homocoupling reaction by a nickel(ii) complex of a non-innocent: O -amino phenol ligand: A mechanistic insight

A new Ni(ii) complex, was synthesized from the reaction of a non-innocent o-aminophenol ligand, and Ni(OAc)2. The crystal structure of NiIIL2NIS (in which, IS stands for iminosemiquinone radical ligand with cyanide (shown by N in NIS) substituent on phenolate rings) exhibits the square planar environment of Ni(ii). The complex has been crystalized in the monoclinic system and Ni(ii) was surrounded by two oxygen and two nitrogen atoms of two ligands. Variable-temperature magnetic susceptibility measurement for crystalline samples of complex shows the effective magnetic moment per molecule (μeff) of near zero and the diamagnetic nature of the complex (S = 0) which emphasize that strong antiferromagnetic coupling prevailed between the two unpaired electrons of LNIS ligands and Ni(ii) high spin electrons. The complex is EPR silent which confirms the diamagnetic character of the Ni(ii) complex. Electrochemical measurement (CV) indicates the redox-active character of ligand and metal. NiIIL2NIS complex proved to be effective for free metal- or base counterpart homocoupling of phenyl acetylene at room temperature. To the best of our knowledge, this is the first example of using Ni(ii) complex without using any reducing agent due to the promotion ancillary effect of non-innocent o-aminophenol ligand which acts as an electron reservoir and can reversibly accept and donate electrons in the catalytic cycle. The theoretical calculation confirms the magnetostructure, electronic spectrum and confirmed the suggested mechanism of phenyl acetylene homocoupling with emphasis on the role of non-innocent ligand electro-activity and the effect of ligand substituent on the efficiency and stability of the complex.

Unveiling 79-Year-Old Ixene and Its BN-Doped Derivative

Polycyclic aromatic hydrocarbons (PAHs) are key components of organic electronics. The electronic properties of these carbon-rich materials can be controlled through doping with heteroatoms such as B and N, however, few convenient syntheses of BN-doped PAHs have been reported. Described herein is the rationally designed, two-step syntheses of previously unknown ixene and BN-doped ixene (B2N2-ixene), and their characterizations. Compared to ixene, B2N2-ixene absorbs longer-wavelength light and has a smaller electrochemical energy gap. In addition to its single-crystal structure, scanning tunneling microscopy revealed that B2N2-ixene adopts a nonplanar geometry on a Au(111) surface. The experimentally obtained electronic structure of B2N2-ixene and the effect of BN-doping were confirmed by DFT calculations. This synthesis enables the efficient and convenient construction of BN-doped systems with extended π-conjugation that can be used in versatile organic electronics applications.