306934-95-2

Usage

Uses

Used in Organic Synthesis:
5-Phenyl-2-thienylboronic acid is used as a building block in organic synthesis for the construction of various functionalized molecules. Its unique structure allows it to participate in Suzuki-Miyaura cross-coupling reactions, which are crucial for forming carbon-carbon bonds.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 5-Phenyl-2-thienylboronic acid is utilized as a key intermediate in the synthesis of various pharmaceuticals. Its ability to form carbon-carbon bonds through cross-coupling reactions makes it a valuable component in the development of new drugs with specific therapeutic properties.
Used in Agrochemical Synthesis:
Similarly, in agrochemical synthesis, 5-Phenyl-2-thienylboronic acid serves as an essential building block for the creation of agrochemicals. Its participation in cross-coupling reactions contributes to the development of effective compounds for agricultural applications, such as pesticides and herbicides.
Used in Materials Science:
5-Phenyl-2-thienylboronic acid is also of interest in materials science due to its potential applications in the development of new materials with unique properties. Its structural and electronic characteristics make it a promising candidate for use in the synthesis of advanced materials with specific functionalities.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 5-Phenyl-2-thienylboronic acid is explored for its potential applications in the design and synthesis of novel therapeutic agents. Its unique structural features and ability to form carbon-carbon bonds through cross-coupling reactions contribute to the development of new drugs with improved efficacy and selectivity.

InChI:InChI=1/C10H9BO2S/c12-11(13)10-7-6-9(14-10)8-4-2-1-3-5-8/h1-7,12-13H

Upstream product

• 29488-24-2 2-Bromo-5-phenyl-thiophene 
• 121-43-7 Trimethyl borate 
• 108-86-1 bromobenzene 
• 825-55-8 2-phenylthiophene 
• 7732-18-5 water 
• 5419-55-6 Triisopropyl borate 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1186084-85-4 3-methoxy-1-(5-phenyl-2-thienyl)naphthalene 
• 82367-01-9 2-p-Aminophenyl-5-phenylthiophene 
• 825-55-8 2-phenylthiophene 
• 1445-78-9 2,5-Diphenyl-thiophene 

Relevant academic research and scientific papers

Ni: Vs. Pd in Suzuki-Miyaura sp2-sp2 cross-coupling: A head-to-head study in a comparable precatalyst/ligand system

The Suzuki-Miyaura reaction is a cornerstone method for sp2-sp2 cross-coupling in industry. There has been a concerted effort to enable the use of Ni catalysis as an alternative to Pd in order to mitigate cost and improve sustainability. Despite significant advances, ligand development for Ni-catalyzed Suzuki-Miyaura cross-coupling remains underdeveloped when compared to Pd and, as a consequence, ligands for Ni-catalyzed processes are typically taken from the Pd arena. In this study we evaluate the effect of using a similar Ni and Pd precatalyst based on a common bidentate ligand (dppf) in a head-to-head format for the most common type of biaryl couplings, establishing the practical implications of direct replacement of Pd with Ni, and identifying the potential origins of these observations in a mechanistic context.

Synthesis and characterization of quinoxaline derivative as organic semiconductors for organic thin-film transistors

Three new quinoxaline-based derivatives, end-functionalized with 2,3,5,8-tetraphenyl (3), 2,3-diphenyl-5,8-di(thiophen-2-yl) (4), and 2,3-diphenyl-5,8-bis(5-phenylthiophen-2-yl) (5) were synthesized, characterized, and incorporated as organic semiconducto

Benzothiadiazole-Based Small-Molecule Semiconductors for Organic Thin-Film Transistors and Complementary-like Inverters

New benzothiadiazole derivatives, 4,7-bis(5-phenylthiophen-2-yl)benzo[c][1,2,5]thiadiazole (PT-BTD) and 4,7-bis[4-(thiophen-2-yl)phenyl]benzo[c][1,2,5]thiadiazole (TP-BTD), were synthesized and characterized as small-molecule organic semiconductors for organic thin-film transistors (OTFTs) and complementary inverters. The thermal, optical, and electrochemical properties of the new compounds were fully characterized. Vacuum-deposition and solution-shearing methods were used to fabricate thin films based on these compounds. Thin films based on PT-BTD exhibited p-channel characteristics with hole mobilities as high as 0.10 cm2 V?1 s?1 and current on/off ratios >107 for top-contact/bottom-gate OTFT devices. With an optimized blending ratio of PT-BTD and the representative n-channel semiconductor N,N′-1H,1H-perfluorobutyl dicyanoperylenediimide, bulk heterojunction ambipolar transistors were fabricated with balanced hole and electron mobilities of 0.10 and 0.07 cm2 V?1 s?1, respectively. Furthermore, a complementary-like inverter was fabricated using ambipolar thin-film transistors, which showed a high voltage gain of 84.

AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT ELEMENT

Provided are a long-lifetime organic electroluminescence device which can be fabricated in an improved yield owing to suppressed crystallization of molecules, and an aromatic amine derivative that realizes the device, i.e. , a novel aromatic amine derivative having a specific structure. Specifically provided are an organic electroluminescence device, including an organic thin film layer formed of one or more layers including at least a light emitting layer, the organic thin film layer being interposed between a cathode and an anode, and an aromatic amine derivative for at least one layer of the organic thin film layer, in particular, a hole transporting layer, the derivative having at least one such structure that a substituent in which two or more specific heterocycles are linked to each other, in particular, a substituent in which two or more specific heterocycles are linked through an aryl group is bonded to an amine through an aryl group.

AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME

Provided are an organic electroluminescent device including an aromatic amine derivative formed of a specific structure having a thiophene structure and an organic thin film layer interposed between a cathode and an anode and formed of one layer or a plurality of layers including at least a light emitting layer, in which at least one layer of the organic thin film contains the aromatic amine derivative alone or as a component of a mixture, the organic electroluminescent device in which molecules hardly crystallize, and which decreases a driving voltage, can be produced with improved yields upon the production of the organic electroluminescent device, and has a long lifetime, and an aromatic amine derivative realizing the organic electroluminescent device.

Photochromic dichroic naphtho-pyrans and optical articles containing them

A naphthopyran compound represented by the formulae (I) to (IV) wherein : ■ m1, m2, p, q are each an integer comprised from 0 to 4 or 5 inclusive; ■ R1, R2 and R4, represent a group selected from halogen, H, -Ra, aryl, -OH, -ORa, -SH, -SRa, -NH2, -NRaRa1, -NRbRc, -NRa1CORa, -NRa1CO(aryl), -NRa1aryl, -N-aryl2, -N(aryl)CO(aryl), -CO-Ra, -CO2Ra1, -OC(O)-Rd, and - X-(Re)-Y, and linear or branched (C1-C18) perfluoroalkyl group, wherein Ra, Ra1, Rb, Rc, X, Y, Re, Rd are as defined into the description; ■ Z1 represent a group selected from: wherein R3, J and n are as defined into the description; ■ R5, Z2, Z3 are as defined into the description; ■ Z4 represent a group selected from: o wherein R3, J and n are as defined hereinbefore; ■ with the provision that for compounds of formula (II) when Z1 represents a group then Z3 is not a hydrogen.

Organic compounds for electroluminescence and organic electroluminescent devices using the same

Disclosed is a novel group of compounds having a general structure of anthracene body substituted with at least one thiophenyl group, which can be further substituted with various substituent groups. These new compounds are generally compatible with organic electroluminescence. Also disclosed are organic electroluminescent devices and method of making the same. The organic electroluminescent devices include at least one of the compounds in various layers thereof. Organic electroluminescent devices employing the new compounds in their light-emitting layers show outstanding stability.

NEW DIAMINE DERIVATIVES AND ORGANIC ELECTRONIC DEVICE USING THE SAME

The present invention relates to a new diamine derivative, and an organic electronic device using the same. The diamine derivative according to the present invention can serve as a hole injecting, hole transporting, electron injecting, electron transporting, or light emitting material in an organic electronic device including an organic light emitting device. Particularly, it can serve as a light emitting dopant as used alone, in particular, a blue light emitting dopant. The organic electronic device according to the present invention exhibits excellent characteristics in terms of efficiency, drive voltage, life time, and stability.

AROMATIC AMINE DERIVATIVES AND ORGANIC ELECTROLUMINESCENT DEVICE USING SAME

The present invention provides a novel aromatic amine derivative having a specific structure and an organic electroluminescence device in which an organic thin film layer comprising a single layer or plural layers including at least a light emitting layer is interposed between a cathode and an anode, wherein at least one layer in the above organic thin film layer, particularly a hole injecting layer contains the aromatic amine derivative described above in the form of a single component or a mixed component. Use of the aromatic amine derivative described above materialize an organic electroluminescence device which reduces an operating voltage and makes molecules less liable to be crystallized and which enhances a yield in producing the organic EL device and has a long lifetime.

NEW ORGANIC COMPOUNDS FOR ELECTROLUMINESCENCE AND ORGANIC ELECTROLUMINESCENT DEVICES USING THE SAME

Disclosed is a novel group of compounds having a general structure of anthracene body substituted with at least one thiophenyl group, which can be further substituted with various substituent groups. These new compounds are generally compatible with organic electroluminescence. Also disclosed are organic electroluminescent devices and method of making the same. The organic electroluminescent devices include at least one of the compounds in various layers thereof. Organic electroluminescent devices employing the new compounds in their light-emitting layers show outstanding stability.