18266-94-9

Usage

Uses

Used in Organic Chemistry:
CIS-1,2-DI(2-THIENYL)ETHYLENE is used as a building block for the synthesis of various heterocyclic compounds, leveraging its high reactivity and ability to participate in a range of chemical reactions.
Used in Pharmaceutical Industry:
CIS-1,2-DI(2-THIENYL)ETHYLENE is used as an intermediate in the production of pharmaceuticals, contributing to the development of new drugs due to its structural and reactive properties.
Used in Agrochemical Industry:
Similarly, in agrochemicals, CIS-1,2-DI(2-THIENYL)ETHYLENE serves as an intermediate, playing a role in the synthesis of compounds for agricultural applications.
Used in Organic Electronics:
CIS-1,2-DI(2-THIENYL)ETHYLENE is used in the field of organic electronics, taking advantage of its electrical and photophysical properties for potential applications in electronic devices.
Used in Optoelectronics:
Its optical properties make CIS-1,2-DI(2-THIENYL)ETHYLENE a promising material for use in optoelectronics, where it can be employed in devices that interact with light.

InChI:InChI=1/C10H8S2/c1-3-9(11-7-1)5-6-10-4-2-8-12-10/h1-8H/b6-5-

Upstream product

• 5919-31-3 2-(diazomethyl)thiophene 
• 36331-49-4 2-thiophenecarbaldehyde tosylhydrazone 
• 98-03-3 thiophene-2-carbaldehyde 
• 2026-42-8 diethyl thien-2-ylmethylphosphonate 
• 1918-82-7 2-vinylthiophene 
• 1271-51-8 vinyl ferrocene 
• 23975-15-7 1,2-di(thiophen-2-yl)ethyne 
• 201230-82-2 carbon monoxide 
• 156-59-2 cis-1,2-Dichloroethylene 
• 6165-68-0 thiophene boronic acid 
• 31350-01-3 Thiophene-2-carboxaldehyde hydrazone 
• 1918-77-0 Thiophene-2-acetic acid 
• 716-33-6 (Z)-2,3-di(thiophen-2-yl)acrylic acid 
• 156-60-5 trans-1,2-dichloroethylene 

Downstream Products

• 1416262-95-7 benzyl 1-acetyl-4,5-di(thiophen-2-yl)-1H-pyrrole-2-carboxylate 

Relevant academic research and scientific papers

Unusual titanium-induced McMurry coupling of 4-oxo-4H-chromene-2-carbaldehydes enroute to bis-chromones

Ti/Zn-mediated McMurry coupling of a series of 4-oxo-4H-chromene-2-carbaldehydes afforded unusual chemoselective CH2-CH2tethered bis-chromones. Studying the reaction parameters and reagents further confirmed that the formation of unexpected coupled products is selective to 4-oxo-4H-chromene-2-carbaldehydes. This methodology demonstrated a simple and efficient route for the synthesis of bis-chromones.

Synthesis method of diarylethene

The invention discloses a synthetic method of diarylethene. The method comprise the following steps: potassium acetate and ultrapure water are added to a dry anaerobic tube, and stirred to be dissolved; then re-steamed N,N-dimethylformamide is added, and nitrogen is introduced for deoxygenation; reactants aryl bromide and 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, catalyst palladium acetate, ligand tri-o-tolylphosphine and additive tetrabutylammonium bromide are added sequentially, nitrogen is introduced for deoxygenation, temperature is increased to 100 DEG C, and stirring is performed untila reaction is finished; diarylethene with yield as high as 90% or higher is obtained finally through a post-processing procedure. With adoption of the synthetic method of diarylethene, yield is high,ethylene gas and a pressure container not easy to operate are not needed, and the synthetic method can be widely applied to industrial production and has better market application prospect.

Synthetic method A-D-A configuration organic conjugated micromolecule

The invention provides a synthesis method of A-D-A conjugated small molecules. The method comprises the following steps: (1) by using 2-formylthiophene as a raw material and using zinc powder and titanium tetrachloride as catalysts, preparing a compound (I); (2) activating the site 2 of the compound (I) by using n-butyllithium, so as to form a lithium salt intermediate; then, adding 1-bromooctane to prepare a compound (II); (3) activating the site 2 of the compound (II) by using n-butyllithium, so as to form a lithium salt intermediate; then, adding trimethyltin chloride to prepare a compound (III); (4) performing reaction by 4,7-dibromo diazosulfide and the compound (III) to prepare a compound (IV); (5) respectively connecting 2-octyl trans-terthienyl based on diazosulfide onto the two ends of R1, R2, R3 and R4 to synthesize final products of S1, S2, S3 and S4.

Stereodivergent Alkyne Reduction by using Water as the Hydrogen Source

A homogeneous Pd-catalyzed stereodivergent reduction of alkynes to Z and E alkenes by using H2O as the H2 source is presented. Mediated by a diboron reagent, the transfer hydrogenation has been accomplished to yield the desired geometrical isomer by rational ligand selection. The switchable stereoselectivity achieved using simple phosphine ligands is generally excellent. D2O has also been used as a D2 source for synthesizing the corresponding deuterated olefins. Supported by a gram-scale synthesis, the reaction can easily be scaled up making it an efficient way to prepare alkenes commercially as well. Mechanistic studies suggest formation of H?PdL2?OAc as the crucial step leading to the presence of two pathways involving H?Pd?B(OR)2 and molecular H2 as active intermediates.

A process for the preparation of substituted cis

The invention belongs to the technical field of medicine and natural compound chemical intermediates and related chemistry, and relates to a preparation method of substituted cis-olefin. The method includes using alkyne and derivatives thereof as raw materials, a nanoporous gold catalyst as a catalyst, hydrogen gas as a hydrogen source and an organic alkali as a solvent, and performing selective hydrogenation to prepare cis-olefin, wherein hydrogen pressure is 0.1-20.0MPa; and molar concentration of alkyne and derivatives thereof in the solvent is 0.01-2mmol/mL. The catalyst is a nanoporous gold catalyst, the porous frame size is 5-50nm, and the molar ratio of alkyne and the derivatives thereof to the catalyst is 1:0.01-1:0.1. The method has the advantages of high product selectivity, and simple operation and post-treatment; and the catalyst is good in reproducibility, the catalytic effect is not significantly lowered after the catalyst is repeatedly used, which provides the possibility for industrialization.

Highly Selective Semihydrogenation of Alkynes to Alkenes by Using an Unsupported Nanoporous Palladium Catalyst: No Leaching of Palladium into the Reaction Mixture

We report the highly chemoselective and stereoselective semihydrogenation of alkynes to Z-internal and terminal alkenes by using unsupported nanoporous palladium (PdNPore) as a heterogeneous catalyst under mild reaction conditions (room temperature and 1 atm of H2). The semihydrogenation of various terminal/internal and aromatic/aliphatic alkynes afforded the corresponding alkenes in good chemical yields with high selectivities. PdNPore further showed high chemoselectivity toward terminal alkynes in the presence of internal alkynes, which has not yet been achieved using supported palladium nanoparticle catalysts. H-H heterolysis of H2 on the surface of PdNPore was strongly suggested by deuterium labeling experiments. No Pd leached from PdNPore during the reaction, and the catalyst was easily recovered and reused without a loss of activity.

Unsupported Nanoporous Gold Catalyst for Chemoselective Hydrogenation Reactions under Low Pressure: Effect of Residual Silver on the Reaction

For the first time, H-H dissociation on an unsupported nanoporous gold (AuNPore) surface is reported for chemoselective hydrogenation of C=C, C=C, C=N, and C=O bonds under mild conditions (8 atm H2 pressure, 90 °C). Silver doping in AuNPore, which was inevitable for its preparation through a process of dealloying of Au-Ag alloy, exhibited a remarkable difference in catalytic activity between two catalysts, Au>99Ag1NPore and Au90Ag10NPore.The former was more active and the latter less active in H2 hydrogenation, while the reverse tendency was observed for O2 oxidation. This marked contrast between H2 reduction and O2 oxidation is discussed. Further, Au>99Ag1NPore showed a high chemoselectivity toward reduction of terminal alkynes in the presence of internal alkynes which was not achieved using supported gold nanoparticle catalysts and other previously known methods. Reductive amination, which has great significance in synthesis of amines due to its atom-economical nature, was also realized using Au>99Ag1NPore, and the Au>99Ag1NPore/H2 system showed a preference for the reduction of aldehydes in the presence of imines. In addition to this high chemoselectivity, easy recovery and high reusability of AuNPore make it a promising heterogeneous catalyst for hydrogenation reactions.

Selective rhodium-catalyzed hydroformylation of alkynes to α,β-unsaturated aldehydes with a tetraphosphoramidite ligand

A tetraphosphoramidite ligand was successfully applied to a Rh-catalyzed hydroformylation of various symmetrical and unsymmetrical alkynes to afford corresponding α,β-unsaturated aldehyde products in good to excellent yields (up to 97% yield). Excellent chemo- and regioselectivities and high activities (up to 20 000 TON) were achieved. The corresponding α,β-unsaturated aldehyde products can be transformed into many useful and important organic molecules, such as indenamine derivatives and lukianol pyrroles. This great performance makes the hydroformylation of alkynes highly practical with great potential.

Evaporable organic semiconductive material and use thereof in an optoelectronic component

The invention relates to compounds of general formula IIIa and their use in optoelectronic components.

Rhodium-catalyzed hydroformylation of alkynes employing a self-assembling ligand system

Hydroformylation of alkynes is an underdeveloped atom-economic and redox-neutral method to prepare enals. Applying a new electron poor self-assembling ligand system provides the first general rhodium-catalyst for the chemo- and stereoselective hydroformylation of dialkyl- as well as diaryl-substituted alkynes to furnish enals in excellent chemo- and stereoselectivity.