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We describe here a convenient and mild, carbon monoxide gas-free palladium-catalyzed procedure to obtain N-substituted phthalimides with molybdenum hexacarbonyl as carbon monoxide precursor. These conditions tolerate a number of functional groups on the benzene ring as well as a number of amines and give the corresponding phthalimides in good to excellent yields. Copyright

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Introducing chiral silicon centers was explored for the asymmetric Rh-catalyzed cyclization of dihydrosilanes to enantiomerically enriched spirosilanes as targets to enable access to enantiostable pentacoordinate silicates. The steric rigidity required in such systems demands the presence of two naphthyl or benzo[b]thiophene groups. The synthetic approach to the expanded spirosilanes extends Takai?s method (Kuninobu et al. in Angew Chem Int Ed 52(5):1520?1522, 2013) for the synthesis of spirosilabifluorenes in which both a Si?H and a C?H bond of a dihydrosilane are activated by a rhodium catalyst. The expanded dihydrosilanes were obtained from halogenated aromatic precursors. Their asymmetric cyclization to the spirosilanes were conducted with [Rh(cod)Cl]2 in the presence of the chiral bidentate phosphane ligands (R)-BINAP, (R)-MeO-BIPHEP, and (R)-SEGPHOS, including derivatives with P-(3,5-t-Bu-4-MeO)-phenyl (DTBM) groups. The highest enantiomeric excess of 84% was obtained for 11,11?-spirobi[benzo[b]-naphtho[2,1-d]silole] with the DTBM-SEGPHOS ligand.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Twofold Buchwald?Hartwig aminations selectively furnish three regioisomers of bis[1]benzothieno[1,4]thiazines; X-ray structure analyses and DFT calculations were corroborated for correlation of their electronic properties. All regioisomers outscore the parent compound phenothiazine with respect to a low-lying oxidation potential and reversible redox activity. The anti-anti bis[1]benzothieno[3,2-b:2?,3?-e][1,4]thiazines possess the lowest oxidation potentials in this series and displayed pronounced green luminescence in solution (PhiF?20 %) and in the solid state. Syn-anti regioisomers were only weakly luminescent in solution, but showed aggregation-induced emission enhancement and solid-state luminescence. Most interestingly, X-ray structure analyses revealed that anti-anti derivatives have an amazingly coplanar structure of the pentacyclic anellated 1,4-thiazine system, emphasizing a structural similarity to heteroacenes. The calculated theoretical nucleus-independent chemical shifts additionally suggested that these 8pi-electron core systems can be considered as the first electronically unbiased anellated 1,4-thiazines with antiaromatic character.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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New ladder-type, phosphorus- and sulfur-based heterotetracenes were synthesized, which allowed the engineering of the materials? properties by exploitation of the different reactivities between sulfur and phosphorus. 31P NMR spectroscopy and X-ray crystallographic studies revealed that the different electronic effects of the secondary heteroatom, sulfur, influence not only the conjugation in the heterotetracene core but also the behavior of the phosphorus center. UV-vis and fluorescence spectroscopy showed that the scaffold’s band gap is mainly controlled by the electronic nature of sulfur, while the fluorescence quantum yield highly depends on the electronic nature of phosphorus. Cyclic voltammetry indicated that the redox properties of the system could be altered by selective modification of the respective heteroatom (oxidation of sulfur and/or functionalization of trivalent phosphorus). Importantly, oxidation of the phosphorus center results in enhanced reduction features of the heterotetracene system, and oxidation of the sulfur center further enhances the electron acceptor character of the core. Theoretical calculations provided insights on both selectivity of phosphorus chemistry and communication between the two heteroatoms (sulfur and phosphorus). Macroscopic self-organization of the heterotetracenes was observed when the tetracene core is functionalized with pendant functional groups. Preliminary results showed that extension of the molecule with an alkyl chain along the long axis of molecules induces the formation of 1D microfibers, which was confirmed by fluorescence microscopy and scanning electron microscopy.

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Reference:
Benzothiophene – Wikipedia,
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The high reactivity of 6pi-electrocyclization in polar solvents has remained one of the important challenges for diarylethenes because of the emergence of a twisted intramolecular charge transfer (TICT) state at the excited state in such polar media, which usually quenches the photocyclization reaction. Herein we report on the preparation and highly efficient photocyclization of 2,3-diarylbenzo[b]thiophenes with nonsymmetric side-aryl units in a polar solvent. While the dithiazolylbenzo[b]thiophene showed a suppressed quantum yield of 6pi-electrocyclization of 54% in methanol, the replacement of a thiazole unit with a thiophene ring led to a photon-quantitative 6pi-cyclization reaction. The nonsymmetrical modification into the side-aryl units was considered to enhance the CH/pi interactions between side-aryl units to support a photoreactive conformation in methanol. The stabilization of the photochromic reactive conformation is expected to suppress the formation of the TICT state at the excited state, leading to highly efficient photoreactivity.

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Benzothiophene – Wikipedia,
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Three new benzothieno[3,2-b]thiophene (BTT; 1) derivatives, which were end-functionalized with phenyl (BTT-P; 2), benzothiophenyl (BTT-BT; 3), and benzothieno[3,2-b]thiophenyl groups (BBTT; 4; dimer of 1), were synthesized and characterized in organic thin-film transistors (OTFTs). A new and improved synthetic method for BTTs was developed, which enabled the efficient realization of new BTT-based semiconductors. The crystal structure of BBTT was determined by single-crystal X-ray diffraction. Within this family, BBTT, which had the largest conjugation of the BTT derivatives in this study, exhibited the highest p-channel characteristic, with a carrier mobility as high as 0.22 cm2 V-1 s-1 and a current on/off ratio of 1×10 7, as well as good ambient stability for bottom-contact/bottom-gate OTFT devices. The device characteristics were correlated with the film morphologies and microstructures of the corresponding compounds. Copyright

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Benzothiophene – Wikipedia,
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Three new heteropentacene derivatives based on bis(benzothieno)silole were synthesized. The XRD characterization reveals that the crystal structures of the heteropentacenes can be significantly influenced by the methyl substitution. The optical and electrochemical properties were investigated and the experimental results confirm that the silole motif lowers the LUMO level of the heteropentacenes. Preliminary results show that the insertion of silole ring systems into rigid heteropentacenes leads to an improved solubility and high fluorescence quantum yield up to 0.74 in solution, which indicates the potential of these new silole-containing compounds for photonic and photoelectric applications. The strong and sensitive fluorescence quenching behavior towards picric acid (PA) demonstrates that the silole-containing heteropentacene derivatives are also promising fluorescent sensor materials for detecting the nitro-containing explosives. This journal is

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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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A rapid and efficient synthesis of fused polyphenolic/polymethoxy benzofurans and benzothiophenes that have potential as antitumor agents and components of anti-HIV combination therapy has been achieved.

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The present invention refers to type (I) as relates to compounds to be represented by, state and used in the R 1 and R 2 in an independently a substituted or unsubstituted C 4-C 30amine it will be biting of, a substituted or unsubstituted C 4-C 40 for dozing, , a substituted or unsubstituted C 4-C 40 of benzo mote five pen or a substituted or unsubstituted C 4-C 40 of benzo […] and, selected from a, L is the bridging group, single joined, C 4-C 40 of substituted arylamine, C 4-C 40 carbazole-substituted, C 4-C 40 substituted benzothiophene, oxygen atoms, nitrogen atoms or sulfur and one selected from nuclear reactor, R 3-R 10 independently H atoms, C 1-C 20 aliphatic straight or branched chain hydrocarbon groups or C 6-C 888000081488 8 selected from aromatic group or two groups is connected adjacent the upper end the ring form a derivatives […] , m, integer of at 0-3 graphical object is selected from the n, 3 the m+n less than or equal is greater than 0. The present invention refers to in addition said types of compound use in organic electroluminescence device protects the material exhibits hole-transporting by performing a polishing process in particular OLED, hole injection material or organic light-emitting material protection a main composition. (by machine translation)

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem