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• 19162-81-3 4-bromo-[2]thienyl lithium 
• 872-31-1 3-Bromothiophene 
• 3140-92-9 2,4-dibromothiophene 
• 4805-22-5 5,5'-dibromo-2,2'-bisthiophene 

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• 1402607-78-6 C₇₀H₈₀B₂N₄S₂ 

Relevant academic research and scientific papers

Selective halogen dance reactions at 5,5'-dibromo-2,2'-bithiophene

Selective single and double halogen migrations were achieved at 5,5'-dibromo-2,2'-bithiophene by varying the amount of lithiation reagent, and a number of tri- and tetrasubstituted bithiophenes was obtained by quenching the lithio intermediates with various electrophiles. Some of the mono-rearranged products were subjected to a second migration in order to introduce two different substituents. Finally, the potential of the resulting compounds to undergo lithiuminduced ring opening reactions was demonstrated on a few examples.

(Alkylsulfanyl)bithiophene-alt-fluorene: π-conjugated polymers for organic solar cells

We describe the synthesis of alternating bithiophene-fluorene copolymers (P1-P3) with different regiochemistry of the bithienyl unit and different alkylsulfanyl chain lengths. The structural, electrochemical and photophysical properties of these polymers were investigated by gel permeation chromatography (GPC), differential scanning calorimetry (DSC), NMR, UV/Vis and photoluminescence (PL) spectroscopy and cyclic voltammetry (CV), and the polymers were used to assemble organic solar cells (OSCs), in combination with the fullerene derivative methyl [6,6]-phenyl-C61-butyrate (PCBM). P3, with a head-to-head bithienyl unit, shows a broader absorption and a lower band gap with respect to P1 and P2, which have tail-to-tail bithienyl units. The PL intensity of P1-P3 is dramatically quenched in the presence of PCBM, demonstrating that an efficient charge transfer between donor and acceptor occurs. The best OSC device was obtained with P3.

Fibre optic ATR-IR spectroscopy at cryogenic temperatures: In-line reaction monitoring on organolithium compounds

A reliable methodology, utilising an ATR-IR fibre probe, for in-line monitoring of low temperature reactions is presented. The application of this convenient set-up enables a fast and safe exploration of highly reactive substrates. Hence, in situ monitoring of lithiation reactions is realised and the potential to investigate sensitive intermediates is being demonstrated. The Royal Society of Chemistry 2012.

Thiophene oxide derivative and organic light-emitting device thereof

The invention discloses a thiophene oxide derivative and an organic light-emitting device thereof and belongs to the technical field of organic photoelectric materials. [2,2'-bithiophene]1,1,1',1'-tetroxide is taken as a main body structure, and the pi conjugacy, electrophilicity and charge transfer ability of the material are adjusted through changing a structure and a link method of a ligand, so that the thiophene oxide derivative has high luminous performance, electronic transmission performance, membrane stability and heat stability and high triplet level, and is capable of effectively solving the problem of charge carrier imbalance of unipolar luminescent materials. The luminous efficiency of the organic light-emitting device prepared from the thiophene oxide derivative is strengthened, and the organic light-emitting device is more stable in light and color, has the characteristics of excellent electron chemistry and heat stability and long service life, and also has high luminous efficiency under the condition of low starting voltage.

Substituted oligo- or polythiophenes

A process for the preparation of a substituted 2,2′-dithiophene is described, which process comprises the steps (a), (c) and optional steps (b) and (d): a reaction of a compound of the formula: with a suitable lithium organic compound, preferably Li-alkyl or Li-alkylamide; b) optional exchange of lithium against another metal selected from Mg1 Zn and Cu; c) reaction of the metallated intermediate obtained in step (a) or (b) with a suitable electrophil, which is CO2 or an aldehyde (addition reaction), or a compound Y′—R17 or Y′—R18-Z (substitution reaction), where R17 and R18 are as defined in claim 1; and optionally d) modification of the product obtained in step (c), e.g. by introducing one or more conjugating moieties Y ring closure between suitable monovalent residues R17, exchange or extension of functional groups or substituents such as addition to carbonyl or substitution of carbonyl in R17 or R18. The products, including or corresponding polymers, are excellent conducting materials

Palladium-catalyzed syntheses of polyethynyl-substituted 2,2′-bithiophenes

The syntheses of polyethynyl-substituted 2,2′-bithiophenes 2 and related 5,5′-dicarbaldehyde derivatives 1 are described. The treatment of easily available polybrominated 2,2′-bithiophenes 3 and 2,2′-bithiophene-5,5′-dicarbaldehydes 4 with phenyl or (trimethylsilyl)acetylene in the presence of PdII and CuI in (i-Pr)2NH yields substituted polyethynyl-2,2′-bithiophene compounds. The Me3Si protecting groups can be removed by protodesilylation under basic conditions to give the corresponding terminal ethynyl groups. These polyethynyl-bithiophenes could be interesting precursors for the synthesis of macrocycles with interesting properties.