Category: 596819-12-4

Hlouskova, Zuzana published the artcileStructural elaboration of dicyanopyrazine: towards push-pull molecules with tailored photoredox activity, COA of Formula: C11H17BO3S, the publication is RSC Advances (2019), 9(41), 23797-23809, database is CAplus and MEDLINE.

As an extension of the successful dicyanopyrazine photoredox catalysts, a series of X-shaped push-pull mols. with a systematically altered structure I [R¹ = SMe, CN, 2-thienyl, etc.; R² = OMe, CN, 2-thienylsulfanyl, etc.; R³ = SMe, CN, 2-thienylsulfanyl, etc.] were designed and facilely synthesized and their structure-property relationship was elucidated in detail via exptl. as well as theor. calculations Dicyanopyrazines I were proven to be powerful photoredox catalysts with a push-pull arrangement that allowed facile property tuning by interchanging a particular part of the D-π-A system. Changing the mutual position of the cyano acceptors and the methoxy, methylthio and thienyl donors as well as modifying the linker allowed wide tuning of the fundamental properties of the catalysts. Contrary to the currently available organic photoredox catalysts, a series of catalysts based on a pyrazine heterocyclic scaffold with easy synthesis and further modification, diverse photoredox characteristics and wide application potential across modern photoredox transformations was provided . The photoredox catalytic activities of the target catalysts were examined in a benchmark cross-dehydrogenative coupling and novel and challenging annulation reactions.

RSC Advances published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, COA of Formula: C11H17BO3S.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Tobisu, Mamoru published the artcileIridium/N-heterocyclic carbene-catalyzed C-H borylation of arenes by diisopropylaminoborane, Name: 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the publication is Beilstein Journal of Organic Chemistry (2016), 654-661, database is CAplus and MEDLINE.

Catalytic C-H borylation of arenes has been widely used in organic synthesis because it allows the introduction of a versatile boron functionality directly onto simple, unfunctionalized arenes. Authors report herein the use of diisopropylaminoborane as a boron source in C-H borylation of arenes. An iridium(I) complex with 1,3-dicyclohexylimidazol-2-ylidene is found to efficiently catalyze the borylation of arenes and heteroarenes. The resulting aminoborylated products can be converted to the corresponding boronic acid derivatives simply by treatment with suitable diols or diamines.

Beilstein Journal of Organic Chemistry published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C6H8BNO3, Name: 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Tydlitat, Jiri published the artcileInfluence of Donor-Substituents on Triphenylamine Chromophores Bearing Pyridine Fragments, Quality Control of 596819-12-4, the publication is European Journal of Organic Chemistry (2019), 2019(9), 1921-1930, database is CAplus.

Efficient synthetic routes that combine different palladium-catalyzed cross-coupling reactions were developed for the preparation of a new family of push-pull derivatives in which pyridine was used as the acceptor group and different para-substituted diphenylamines as the donor groups. All compounds showed absorption in the UV/visible region and blue-green emission with high quantum yields. Significant red shifts were observed in the absorption and fluorescence emission maxima on increasing the electron-donating ability of the substituents or on incorporating a π-conjugated linker. This finding can be explained on the basis of enhanced intramol. charge transfer (ICT). Strong emission solvatochromism confirmed the formation of an intramol. charge-separated emitting state. The HOMO-LUMO energy gaps were estimated by exptl. electrochem. measurements and the results were interpreted with the aid of DFT calculations The thermal behavior of all materials also was studied by DSC.

European Journal of Organic Chemistry published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C3H6BrNaO3S, Quality Control of 596819-12-4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Rochette, Etienne published the artcileIsodesmic C-H Borylation: Perspectives and Proof of Concept of Transfer Borylation Catalysis, Formula: C11H17BO3S, the publication is Journal of the American Chemical Society (2019), 141(31), 12305-12311, database is CAplus and MEDLINE.

The potential advantages of using arylboronic esters as B source in the C-H borylation are discussed. The concept is showcased by using com. available 2-mercaptopyridine as a metal-free catalyst for the transfer borylation of heteroarenes, using arylboronates as borylation agents. The catalysis shows a unique functional group tolerance among C-H borylation reactions, tolerating notably terminal alkene and alkyne functional groups. The computational study of the mechanism is also described.

Journal of the American Chemical Society published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Formula: C11H17BO3S.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Doval, David Alonso published the artcilePlanarizable push-pull oligothiophenes: in search of the perfect twist, Application In Synthesis of 596819-12-4, the publication is Chemical Science (2014), 5(7), 2819-2825, database is CAplus.

The concept to couple fluorophore planarization and fluorophore polarization for the construction of innovative fluorescent membrane probes is elaborated comprehensively in the context of oligothiophenes. Increasing length with different degree of twist from ter- to quinquethiophenes results in increasing extinction coefficients, decreasing quantum yields and relatively minor red shifts. Quaterthiophenes show maximal Stokes shifts and are thus preserved to further elaborate on deplanarization. Increasing quaterthiophene deplanarization results in increasing blue shifts and decreasing quantum yields in solution, whereas planarization in solid-ordered lipid bilayer membranes gives the resp. red shifts with fluorescence recovery. An extensive screening reveals that intermediate global deplanarization with strong individual twists near the membrane interface are best. Weaker and stronger global twisting and strong individual twists deeper in the membrane are less convincing because planarization becomes either too easy or too difficult. The best probe reports decreasing membrane fluidity with a red shift of 44 nm and a fluorescence increase of almost 500%. These insights are important because they cover significant chem. space to help improving our understanding of chromophore twisting and promise bright perspectives with regard to biol. applications and refined probe design.

Chemical Science published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Application In Synthesis of 596819-12-4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Legare, Marc-Andre published the artcileMetal-free catalytic C-H bond activation and borylation of heteroarenes, Computed Properties of 596819-12-4, the publication is Science (Washington, DC, United States) (2015), 349(6247), 513-516, database is CAplus and MEDLINE.

Transition metal complexes are efficient catalysts for the C-H bond functionalization of heteroarenes to generate useful products for the pharmaceutical and agricultural industries. However, the costly need to remove potentially toxic trace metals from the end products has prompted great interest in developing metal-free catalysts that can mimic metallic systems. Authors demonstrated that the borane (1-TMP-2-BH₂-C₆H₄)₂ (TMP, 2,2,6,6-tetramethylpiperidine) can activate the C-H bonds of heteroarenes and catalyze the borylation of furans, pyrroles, and electron-rich thiophenes. The selectivities complement those observed with most transition metal catalysts reported for this transformation.

Science (Washington, DC, United States) published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Computed Properties of 596819-12-4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Hlouskova, Zuzana published the artcileSynthesis and properties of push-pull imidazole derivatives with application as photoredox catalysts, Computed Properties of 596819-12-4, the publication is ARKIVOC (Gainesville, FL, United States) (2017), 330-342, database is CAplus.

Two new push-pull mols. with imidazole-4,5-dicarbonitrile acceptor, thiophene and 2-methoxythiophene donors with potential use in photoredox catalysis were designed and prepared The synthesis started from com. available imidazole-4,5-dicarbonitrile and its bromination and N-methylation. Subsequent Suzuki-Miyaura cross-coupling with (5-methoxy)thiophene-derived boronic acids afforded target push-pull derivatives Beside common anal. methods, the mol. structure of 5-methoxythiophen-2-yl derivative has also been verified by X-ray anal. DSC analyses showed remarkable thermal stabilities of both target derivatives with Tm and TD values above 150 and 270°C, resp. Fundamental properties and extent of the intramol. charge-transfer were further studied by UV-VIS absorption spectra and DFT calculations Fundamental photoredox properties of target imidazole derivatives were elucidated. Both push-pull mols. were preliminary tested as photoredox catalysts in cross-dehydrogenative coupling reaction between tetrahydroisoquinoline and nitromethane and the results were compared with those obtained by pyrazine-2,3-dicarbonitrile-derived catalyst.

ARKIVOC (Gainesville, FL, United States) published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Computed Properties of 596819-12-4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem