Category: 6287-82-7

Chemistry, like all the natural sciences, begins with the direct observation of nature— in this case, of matter. Formula: C8H4Br2S, C8H4Br2S. A document type is Article, introducing its new discovery., Formula: C8H4Br2S

One-pot synthesis and property study on thieno[3,2-: B] furan compounds

Based on the regioselective intermolecular Suzuki coupling and subsequent intramolecular Ullmann C-O coupling reactions, one-pot synthesis of benzo[4,5]thieno[3,2-b]benzofurans (BTBFs) was developed after optimization of the reaction conditions including catalysts, solvents, bases, ligands and reaction times. The one-pot reaction, with only 2 mol% Pd(PPh3)4 and 2 mol% copper(i) thiophene-2-carboxylate (CuTc) as the catalysts, K3PO4·3H2O as the base and tert-butanol as the solvent, afforded moderate to good yields (up to 70%) for a variety of substrates.

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Reference：
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Dual Gold Catalysis: Bidirectional Processes and Tandem sp3-C?H Insertion Reactions

Various tetrayne systems were converted under dual gold-catalyzed conditions. For symmetric tetraalkynyl-substituted thiophenes, bearing two alkyl-substituted alkynes and two terminal alkyne units, bidirectional cyclizations led to the efficient formation of dibenzothiophene systems. In all cases, selective CH activation of the C?H bond of the alkyl substituent was observed leading to cyclopentane moieties annelated to the newly formed aromatic cores. If two thiophene moieties were tethered over the attached non-terminal alkynes, depending on the length of the connecting alkyl tether, either bidirectional processes or tandem processes can be addressed leading to interesting molecular structures, such as spiro compounds or isolated benzothiophenes connected by a C?C bond. Other electron-rich heterocycles also reacted. While the reactions even worked for some mixed systems, other cases only delivered the products of a mono-cyclization.

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Reference：
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Synthetic Route of 6287-82-7, Because a catalyst decreases the height of the energy barrier, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.6287-82-7, Name is 2,3-Dibromobenzo[b]thiophene, molecular formula is C8H4Br2S. In a article，once mentioned of 6287-82-7

Chiral Control in Pentacoordinate Systems: The Case of Organosilicates

Chirality at the central element of pentacoordinate systems can be controlled with two identical bidentate ligands. In such cases the topological Levi-Desargues graph for all the Berry pseudorotations (BPR, max. 20) reduces to interconnected inner and outer “circles” that represent the dynamic enantiomer pair. High enough barriers of the BPR crossovers between the two circles is all what is needed to ascertain chiral integrity. This is illustrated computationally and experimentally for the organosilicates 7 and 10 that carry besides a Me (a), Et (b), Ph (c), or F (d) group two bidentate 2-(phenyl)benzo[b]-thiophene or 2-(phenyl)naphthyl ligands, respectively. The enantiomers of tetraorganosilane precursor 9 could be separated by column chromatography. Their chiral integrity persisted on forming the silicates. CD spectra are reported for 10c. Fluoro derivative 10d is shown to have its electronegative F substituent in an equatorial position, is stable toward hydrolysis, and its enantiomers do not racemize at ambient temperatures, while those of 10c racemize slowly.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. Computed Properties of C8H4Br2S, In an article, mentioned the application of 6287-82-7, Name is 2,3-Dibromobenzo[b]thiophene, molecular formula is C8H4Br2S

Fischer dinuclear and mononuclear bis-carbene complexes of thiophene and thiophene derivatives

The reaction of dilithiated thiophene and thiophene derivatives with group 6 transition metal carbonyl precursors and subsequent alkylation afforded linearly arranged Fischer 2,5-bis-carbene and the rare unsymmetrical 2,3-bis-carbene chelated complexes. The latter requires a second lithiation to occur at an adjacent, less reactive site on the thiophene ring. The control of reactivity sites was investigated and achieved by either blocking more reactive positions with substituents or activating less reactive positions by lithium-halogen exchange reactions. A series of Fischer bis-carbene chelates were synthesized by manipulating the above variables. Structural features of Fischer mono-carbene, mononuclear bis-carbene, and bis-carbene chelated complexes were studied by IR, NMR, and single-crystal X-ray diffraction.

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Reference：
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Thermally-stable 2,3-diphenylated benzotiophene containing host materials for red phosphorescent organic light-emitting diodes

This study reports a series of benzo[b]thiophene (BT) derivatives with good electronic properties as host materials for red phosphorescent organic light-emitting diodes (PHOLEDs). We applied thermally-stable materials for red PHOLEDs which contain BT and carbazole moieties which also provide a good charge transport ability, as well as a good charge confinement effect (T1 > 2.25 eV). To control the appropriate charge transporting ability, two different structures having one or two carbazole units connected to the single BT moiety were prepared. Using this approach, we found that the material with a single carbazole and a single BT unit showed the best current efficiency and external quantum efficiency (up to 23.6 cd/A and 12.8%, respectively). The results of the experiment also suggest that BT could be used as an electron-transporting unit when utilized with carbazole moiety, although it has previously been utilized as a p-type material.

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Reference：
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Sonogashira reaction of 5-substituted 3-(prop-2-yn-1-yl)oxolan-2-ones

Palladium-catalyzed cross-coupling of 5-methyl- and 5,5-dimethyl-3-(prop-2-yn-1-yl)oxolan-2-ones with dihaloarenes (dihaloheteroarenes) gave mixtures of the corresponding mono- and bis-coupling products. The latter can be obtained as the major products by variation of the catalytic system.

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Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Benzo[b]thiophene Fusion Enhances Local Borepin Aromaticity in Polycyclic Heteroaromatic Compounds

This report documents the synthesis, characterization, and computational evaluation of two isomeric borepin-containing polycyclic aromatics. The syntheses of these two isomers involved symmetrical disubstituted alkynes that were reduced to Z-olefins followed by borepin formation either through an isolable stannocycle intermediate or directly from the alkene via the trapping of a transient dilithio intermediate. Comparisons of their magnetic, crystallographic, and computational characterization to literature compounds gave valuable insights about the aromaticity of these symmetrically fused [b,f]borepins. The fusion of benzo[b]thiophene units to the central borepin cores forced a high degree of local aromaticity within the borepin moieties relative to other known borepin-based polycyclic aromatics. Each isomer had unique electronic responses in the presence of fluoride anions. The experimental data demonstrate that the local borepin rings in these two compounds have a relatively high amount of aromatic character. Results from quantum chemical calculations provide a more comprehensive understanding of local and global aromatic characters of various rings in fused ring systems built upon boron heterocycles.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Optical properties of dibenzo[d,d?]thieno[3,2-b;4,5-b?] dithiophene monocrystals: The effect of intermolecular interactions

The polarized UV-visible absorption spectra of dibenzo[d,d?]thieno[3, 2-b;4,5-b?]dithiophene single crystals are reported and interpreted to definitively attribute the observed bands and their polarizations. The results provide information on the intermolecular interactions and on the aggregation in the condensed phase, which can be of either herringbone- or H-type, depending on the electronic transition taken into considerations, with consequences on the order and polarization of the absorption bands. A relatively easy method is also discussed to obtain information on the structural/morphological properties of different types of samples, including thin films, which have been recently proposed for high-performance organic film-effect transistors for their high ionization potential and photostability.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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The photochromic compound, double fluorescent material, a temperature sensor and a temperature probe material (by machine translation)

[Problem] opening and closed bodies emit both isomers showed, double fluorescent properties, temperature responsive material containing a compound having a photochromic compound and of application. (2) a compound of the formula [a] a typical example of a photochromic compound, and the compound containing the application material. [A is trifluoromethyl, cyano or nitro; B is dimethylamino, X and Y are each independently a heteroaromatic ring or carbazole TDAPB; Z1 -6 Each independently is H, halogen, alkyl]Figure 3 [drawing] (by machine translation)

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Palladium-catalyzed tandem N-H/C-H arylation: Regioselective synthesis of N-heterocycle-fused phenanthridines as versatile blue-emitting luminophores

A general and highly regioselective synthetic protocol for structurally diverse N-heteroaryl-fused phenanthridines has been developed. Varieties of fluorescence molecules comprising imidazole-fused, benzoimidazole-fused, indole-fused and pyrrole-fused phenanthridines were obtained by this modular approach, some of which exhibit excellent blue-emitting performance, high quantum yields, long fluorescence lifetimes, interesting electrochemical properties, and thermal stabilities.

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Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem