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Modulation of aggregation-induced emission and electroluminescence of silole derivatives by a covalent bonding pattern

The deciphering of structure-property relationships is of high importance to rational design of functional molecules and to explore their potential applications. In this work, a series of silole derivatives substituted with benzo[b]thiophene (BT) at the 2,5-positions of the silole ring are synthesized and characterized. The experimental investigation reveals that the covalent bonding through the 2-position of BT (2-BT) with silole ring allows a better conjugation of the backbone than that achieved though the 5-position of BT (5-BT), and results in totally different emission behaviors. The silole derivatives with 5-BT groups are weakly fluorescent in solutions, but are induced to emit intensely in aggregates, presenting excellent aggregation-induced emission (AIE) characteristics. Those with 2-BT groups can fluoresce more strongly in solutions, but no obvious emission enhancements are found in aggregates, suggesting they are not AIE-active. Theoretical calculations disclose that the good conjugation lowers the rotational motions of BT groups, which enables the molecules to emit more efficiently in solutions. But the well-conjugated planar backbone is prone to form strong intermoelcular interactions in aggregates, which decreases the emission efficiency. Non-doped organic light-emitting diodes (OLEDs) are fabricated by using these siloles as emitters. AIE-active silole derivatives show much better elecroluminescence properties than those without the AIE characterisic, demonstrating the advantage of AIE-active emitters in OLED applications. Stay connected! Connecting benzo[b]thiophene with a silole ring through its 2- or 5-position furnishes silole derivatives with totally different photoluminescence and electroluminescence properties (see figure).

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Benzothiophene – Wikipedia,
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Effective palladium-catalyzed hydroxycarbonylation of aryl halides with substoichiometric carbon monoxide

A protocol for the Pd-catalyzed hydroxycarbonylation of aryl iodides, bromides, and chlorides has been developed using only 1-5 mol % of CO, corresponding to a pCO as low as 0.1 bar. Potassium formate is the only stoichiometric reagent, acting as a mildly basic nucleophile and a reservoir of CO. The substoichiometric CO could be delivered to the reaction from an acyl-Pd(II) precatalyst, which provides both the CO and an active catalyst, and thereby obviates the need for handling a toxic gas.

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Benzothiophene – Wikipedia,
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Sequential Cross-Coupling/Annulation of ortho-Vinyl Bromobenzenes with Aromatic Bromides for the Synthesis of Polycyclic Aromatic Compounds

A sequential cross-coupling/annulation of ortho-vinyl bromobenzenes with aromatic bromides was realized, providing a direct and modular approach to access polycyclic aromatic compounds. A vinyl-coordinated palladacycle was proposed as the key intermediate for this sequential process. Excellent chemoselectivity and regioselectivity were observed in this transformation. The practicability of this method is highlighted by its broad substrate scope, excellent functional group tolerance, and rich transformations associated with the obtained products.

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Demethylation process for preparing benzo[b]thiophenes

The preparation of benzo[b]thiophenes by the acylation of alkoxy protected starting materials followed by demethylation using essentially odorless thiol compound (2-methyl-5-t-butyl benzenethiol) are provided herewith. Demethylation may be carried out in the same reaction vessel without isolation of the acylated, protected material.

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A new application about 2-Bromobenzo[b]thiophene

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. HPLC of Formula: C8H5BrS, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 5394-13-8, in my other articles.

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Oxalic Acid Monothioester for Palladium-Catalyzed Decarboxylative Thiocarbonylation and Hydrothiocarbonylation

Oxalic acid monothioester (OAM), an easily accessible and storable reagent, was reported herein as a thioester synthetic equivalent for palladium-catalyzed decarboxylative thiocarbonylation of organohalides and hydrothiocarbonylation of unsaturated carbon-carbon bonds at room temperature with high chemo- and regioselectivity. The reaction is applicable to the synthesis of cysteine-derived thioesters, thus allowing chemical modification of cysteine-containing peptides. Decarboxylation of OAM proceeds through oxidative addition of Pd(0) to the acyl-S bond, which accounts for the very mild reaction conditions.

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Simple exploration of 6287-82-7

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Palladium-catalyzed synthesis of isoindoloquinazolinones via dicarbonylation of 1,2-dibromoarenes

A convenient procedure for the carbonylative synthesis of isoindoloquinazolinones has been developed. Using 1,2-dibromobenzenes and 2-aminobenzyl amine as substrates and palladium as the catalyst, the desired products were isolated in moderate to good yields with the installation of two molecules of carbon monoxide. Notably, this is the first example of carbonylative synthesis of batracylin analogues. This journal is the Partner Organisations 2014.

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Benzothiophene – Wikipedia,
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Reference of 6287-82-7, A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 6287-82-7, Name is 2,3-Dibromobenzo[b]thiophene, molecular formula is C8H4Br2S. In a Article£¬once mentioned of 6287-82-7

The first five-membered-heterocycle-fused subphthalocyanine analogues: Chiral Tri(Benzo [b] Thiopheno)subporphyrazines

Two tri(benzo[b]thiopheno)subporphyrazine regioisomers with C3 and C1 molecular symmetry have been isolated from the cyclotrimerization of benzo[b]thiophene-2,3-dicarbonitrile as the first five-membered-heterocycle-fused subphthalocyanine analogues. Optical resolution of both regioisomers was achieved by using a chiral HPLC technique, affording the first chiral subphthalocyanine analogues.

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Electric Literature of 63675-74-1, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.63675-74-1, Name is 6-Methoxy-2-(4-methoxyphenyl)-1-benzothiophene, molecular formula is C16H14O2S. In a Article£¬once mentioned of 63675-74-1

An efficient one-pot synthesis of substituted 2-arylbenzo[b]thiophene derivatives

This communication describes an efficient one-pot procedure for the synthesis of 2-arylbenzo[b]thiophene derivatives via reaction of o-halo or nitro aryl carbonyl compounds with benzyl mercaptans in the presence of an excess of anhydrous K2CO3 at elevated temperature.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

The important role of 1-(3-Chlorobenzo[b]thiophen-2-yl)-N-methylmethanamine hydrochloride

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PREPARATIVE SYNTHESIS OF BENZOTHIO(SELENO;TELLURO)PHENE DERIVATIVES

A preparative synthesis of aminomethyl derivatives of benzothio(seleno,telluro)phenes and their hydrohalides by the reaction of sulfur, selenium, and tellurium halides with 1-phenylpropynamines was developed.

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BICYCLIC COMPOUND

Provided is a bicyclic compound having an acetyl-CoA carboxylase inhibitory action. A compound represented by the formula: wherein each symbol is as described in the DESCRIPTION, or a salt thereof has an acetyl-CoA carboxylase inhibitory action, is useful for the prophylaxis or treatment of cancer, inflammatory diseases and the like, and has superior efficacy.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem