Li, Yafei’s team published research in Organometallics in 2021-02-22 | 190788-60-4

Organometallics published new progress about Aryl iodides Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Application In Synthesis of 190788-60-4.

Li, Yafei; Dang, Yan; Li, Dawei; Pan, Huifen; Zhang, Liang; Wang, Li; Cao, Zhu; Li, Yahong published the artcile< Zinc Complexes with an Ethylene-Bridged Bis(β-diketiminate) Ligand: Syntheses, Structures, and Applications as Catalysts in the Borylation of Aryl Iodides>, Application In Synthesis of 190788-60-4, the main research area is crystal structure mol zinc complex ethylene bridged bisdiketiminate complex; zinc complex ethylene diketiminate preparation borylation catalyst aryl iodide.

A dinucleating bis(β-diketiminate) ligand with a flexible bridge has been employed to synthesize zinc complexes. The ligand, abbreviated H2L (H2L = N-(4-((2-((4-((2,6-diisopropylphenyl)imino)pent-2-en-2-yl)amino)ethyl)imino)pent-2-en-2-yl)-2,6-diisopropylaniline), was deprotonated with ZnEt2 to afford [LZn2Et2] (1). Reactions of 1 with 2 equiv of BnOH and nBuOH, resp., gave access to [LZn2(OBn)2]·C6H14 (2·C6H14) and [LZn2(OnBu)2] (3). Treatment of 1 with 2 equiv of I2 in THF produced [LZn2I2(THF)2]·2THF (4·2THF). X-ray single-crystal diffraction analyses revealed that they are all heteroleptic bimetallic compounds with two metal centers being chelated by one ligand set. The structurally similar compounds 1 and 4·2THF possess approx. C2 symmetry, with two β-diketiminate units being arrayed in head-to-tail antiparallel mode. Thus, the mol. structures of 1 and 4·2THF exhibit a seesaw-like topol. The structures of 2·C6H14 and 3 are almost identical, in which two zinc atoms are shared by two ZnN2C3 six-membered rings, two Zn2ON2C2 seven-membered rings, and one Zn2O2 four-membered ring. Therefore, the metal cores of 2·C6H14 and 3 display a crownlike topol. All complexes are catalytically active for the borylation of aryl iodides with B2Pin2 (B2Pin2 = 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bis(1,3,2-dioxaborolane)). Complex 1 shows higher activity in comparison to 2, 3, and 4·2THF. The borylation reactions catalyzed by 1 could proceed under mild conditions and can be applied to a series of substrates with high functional group generality. This methodol. thus represents a novel use of β-diketiminate zinc complexes for C-I borylation.

Organometallics published new progress about Aryl iodides Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Application In Synthesis of 190788-60-4.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zhang, Liang’s team published research in European Journal of Inorganic Chemistry in 2022-07-19 | 190788-60-4

European Journal of Inorganic Chemistry published new progress about Aryl iodides Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, SDS of cas: 190788-60-4.

Zhang, Liang; Li, Yafei; Wang, Li; Cao, Zhu; Zhang, Qian; Li, Yahong published the artcile< Two β-Diketiminate Zinc Complexes with 1-D Chain and Dinuclear Topologies: Synthesis, Structures, and Catalytic Behavior>, SDS of cas: 190788-60-4, the main research area is preparation zinc diketiminate complex borylation catalyst aryl iodide.

Two zinc complexes, [L1Zn2Et2]n (1) and [L2Zn2Et2] (2), were synthesized by reacting bis(β-diketiminate) ligands H2L1 and H2L2 with ZnEt2. X-ray single-crystal diffraction anal. indicated that compound 1 displays a novel 1-dimensional chain structure. Compound 2 is dinuclear. The two compounds were employed to catalyze the coupling reaction of aryl iodides with B2Pin2. They were both catalytically active toward this transformation. Compound 1 exhibited higher catalytic activity than that of complex 2. The borylation reactions catalyzed by 1 possess the features of milder conditions, high functional group tolerance and wide range of substrate scopes.

European Journal of Inorganic Chemistry published new progress about Aryl iodides Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, SDS of cas: 190788-60-4.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zhu, You-Quan’s team published research in Advanced Synthesis & Catalysis in 2019 | 190788-60-4

Advanced Synthesis & Catalysis published new progress about Amides Role: RCT (Reactant), RACT (Reactant or Reagent) (cycloalkene). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Quality Control of 190788-60-4.

Zhu, You-Quan; Hui, Li-Wen; Niu, Yun-Xia; Lv, Lin-Ge; Zhu, Kun published the artcile< Reaction of Cycloalkene-1-carboxamides with Aryl Boronates via Rhodium(III)-Catalyzed C-H Activation: A Versatile Route to 3,4-Cycloalkaquinolin-2(1H)-ones>, Quality Control of 190788-60-4, the main research area is cycloalkaquinolinone preparation; methoxycycloalkene carboxamide arylboronic acid pinacol ester heterocyclization rhodium catalyst.

Under rhodium(III) catalysis, substituted N-methoxycycloalkene-1-carboxamides I [X = CH2, O; Z = a bond, CH2; Y = CH2, N-C(O)OC(CH3)3; R1 = H, prop-1-en-2-yl] successfully reacted with aryl boronic acid pinacol esters II (R2 = 3-F, 4-C6H5O, 4-H3CO, etc.) to provide 3,4-cycloalkaquinolin-2(1H)-ones III (R3 = 9-F, 8-C6H5O, 8-H3CO, etc.) via direct functionalization of the β-alkenyl C-H bond and form C-C/C-N bond in one pot. The gram-scale synthesis of the title compound III (X = CH2; n = 1; Y = CH2; R1 = H; R3 = H) demonstrated the great synthetic utility of this methodol.

Advanced Synthesis & Catalysis published new progress about Amides Role: RCT (Reactant), RACT (Reactant or Reagent) (cycloalkene). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Quality Control of 190788-60-4.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Cram, Donald J’s team published research in Journal of the American Chemical Society in 1991-11-06 | 17100-64-0

Journal of the American Chemical Society published new progress about Coordination compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Formula: C8H9BrO2.

Cram, Donald J.; Tanner, Martin E.; Keipert, Steven J.; Knobler, Carolyn B. published the artcile< Host-guest complexation. 59. Two chiral [1.1.1]orthocyclophane units bridged by three biacetylene units providing a host to bind medium-sized organic guests>, Formula: C8H9BrO2, the main research area is orthocyclophane chiral preparation crystal structure; coordination dibenzotetraoxacyclodotetracontin chloroform cubane propylene oxide; crystal structure dibenzotetraoxacyclodotetracontin; host guest complexation orthocyclophane.

Title compounds I and II were prepared and complexed with CHCl3, cubane, CH2Cl, propylene oxide, Me3COH, and benzene. Thus, reaction of 4-bromo-3-methoxybenzyl alc. with P2O5-Et2O gave tribenzocyclononene III (R = Me, R1 = Br) which was methylated to give III (R1 = Me) (IV). IV was treated with BBr3 followed by HCCCH2Br to give III (R = CH2CCH, R1 = Me) (V). V reacted with Cu(OAc)2/O2 in pyridine to give I and II. The crystal structures of I and II were determined In (Cl3C)2CO as solvent the above mols. are bound by I with binding free energies that range from <4 to 5.7 kcal/mol. II failes to complex the above guests. Journal of the American Chemical Society published new progress about Coordination compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Formula: C8H9BrO2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Chen, Qiaoyu’s team published research in Organic Letters in 2021-06-04 | 190788-60-4

Organic Letters published new progress about Benzamides Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Name: 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Chen, Qiaoyu; Li, Sanliang; Xie, Xiaoxiao; Guo, Hao; Yang, Junfeng; Zhang, Junliang published the artcile< Pd-Catalyzed Enantioselective Dicarbofunctionalization of Alkene to Access Disubstituted Dihydroisoquinolinone>, Name: 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the main research area is asym Heck Suzuki domino alkene hydroisoquinolinone synthesis.

A Pd/Xu-Phos-catalyzed asym. Heck/Suzuki domino reaction has been developed that shows high functional group tolerance and enables coupling with various aryl/alkenyl borates. A series of chiral disubstituted dihydroisoquinolinones could be obtained in good yields and excellent enantioselectivities.

Organic Letters published new progress about Benzamides Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Name: 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Gevorgyan, Ashot’s team published research in Chemistry – A European Journal in 2020-05-11 | 190788-60-4

Chemistry – A European Journal published new progress about Aromatic carboxylic acids Role: SPN (Synthetic Preparation), PREP (Preparation). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Recommanded Product: 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Gevorgyan, Ashot; Hopmann, Kathrin H.; Bayer, Annette published the artcile< Formal C-H Carboxylation of Unactivated Arenes>, Recommanded Product: 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the main research area is carboxyl unactivated arene preparation green chem regioselective; unactivated arene carbon dioxide carboxylation copper catalyst; carbon dioxide aryl boronate carboxylation copper catalyst; C−H activation; carbon dioxide; carboxylation; green solvent; late-stage functionalization.

A formal C-H carboxylation of unactivated arenes e.g., I using CO2 in green solvents is described. The present strategy combines a sterically controlled Ir-catalyzed C-H borylation followed by a Cu-catalyzed carboxylation of the in situ generated organoboronates. The reaction is highly regioselective for the C-H carboxylation of unactivated arenes e.g., I (1,3-disubstituted and 1,2,3-trisubstituted benzenes, 1,2- or 1,4-sym. substituted benzenes, fluorinated benzenes and different heterocycles). The developed methodol. was applied to the late-stage C-H carboxylation of com. drugs and ligands.

Chemistry – A European Journal published new progress about Aromatic carboxylic acids Role: SPN (Synthetic Preparation), PREP (Preparation). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Recommanded Product: 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Lee, Chang Keun’s team published research in Bulletin of the Korean Chemical Society in 2002-11-20 | 17100-64-0

Bulletin of the Korean Chemical Society published new progress about Aldehydes Role: SPN (Synthetic Preparation), PREP (Preparation) (benzaldehydes). 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Formula: C8H9BrO2.

Lee, Chang Keun; Koo, Bon-Suk; Lee, Yong Sook; Cho, Hye Kyung; Lee, Kee-Jung published the artcile< Oxidation and bromodehydroxymethylation of benzyl alcohols using the NaBrO3/NaHSO3 reagent>, Formula: C8H9BrO2, the main research area is oxidation bromodehydroxymethylation benzyl alc optimization preparation benzaldehyde bromoarene.

The oxidation of benzyl alcs. to benzaldehydes and the bromodehydroxymethylation of benzyl alcs. with an electron-donating substituent at the para position to bromoarenes using a mixture of equimolar amounts of NaBrO3 and NaHSO3 were reported.

Bulletin of the Korean Chemical Society published new progress about Aldehydes Role: SPN (Synthetic Preparation), PREP (Preparation) (benzaldehydes). 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Formula: C8H9BrO2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Elliott, Michael’s team published research in Journal of the Science of Food and Agriculture in 1967 | 17100-64-0

Journal of the Science of Food and Agriculture published new progress about 17100-64-0. 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Category: ethers-buliding-blocks.

Elliott, Michael; Janes, Norman F.; Pearson, B. C. published the artcile< Pyrethrins and related compounds. IX. Alkenylbenzyl and benzylbenzyl chrysanthemates>, Category: ethers-buliding-blocks, the main research area is CHRYSANTHEMATES BENZYL; BENZYL CHRYSANTHEMATES; PYRETHRINS.

The syntheses of 4-allylbenzyl, 4-benzylbenzyl and other related benzyl chrysanthemates are described. The benzyl alcs. were made by reduction of benzoic esters if these were readily available; otherwise they were made either by Grignard reactions of appropriately substituted bromobenzenes with HCHO, or by reactions of alkenyl halides with Grignard derivatives of bromobenzyl alcs. in which the hydroxyl group was protected as its tetrahydropyranyl ether. 32 references.

Journal of the Science of Food and Agriculture published new progress about 17100-64-0. 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Category: ethers-buliding-blocks.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Tian, Ya-Ming’s team published research in Journal of the American Chemical Society in 2020-10-21 | 190788-60-4

Journal of the American Chemical Society published new progress about Aryl chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Product Details of C13H19BO3.

Tian, Ya-Ming; Guo, Xiao-Ning; Krummenacher, Ivo; Wu, Zhu; Nitsch, Joern; Braunschweig, Holger; Radius, Udo; Marder, Todd B. published the artcile< Visible-Light-Induced Ni-Catalyzed Radical Borylation of Chloroarenes>, Product Details of C13H19BO3, the main research area is chloro nickel carbene preparation catalyzed radical borylation chloroarene; crystal structure imidazolylidene nickel chloride; mol structure imidazolylidene nickel chloride; arylborane preparation.

A highly selective and general photoinduced C-Cl borylation protocol that employs [Ni(IMes)2] (IMes = 1,3-dimesitylimidazoline-2-ylidene) for the radical borylation of chloroarenes is reported. This photoinduced system operates with visible light (400 nm) and achieves borylation of a wide range of chloroarenes with B2pin2 at room temperature in excellent yields and with high selectivity, thereby demonstrating its broad utility and functional group tolerance. Mechanistic studies suggest that the borylation reactions proceed via a radical process. EPR studies demonstrate that [Ni(IMes)2] undergoes very fast Cl atom abstraction from aryl chlorides to give [Ni(I)(IMes)2Cl] and aryl radicals. Control experiments indicate that light promotes the reaction of [Ni(I)(IMes)2Cl] with aryl chlorides generating addnl. aryl radicals and [Ni(II)(IMes)2Cl2]. The aryl radicals react with an anionic sp2-sp3 diborane [B2pin2(OMe)]- formed from B2pin2 and KOMe to yield the corresponding borylation product and the [Bpin(OMe)]•- radical anion, which reduces [Ni(II)(IMes)2Cl2] under irradiation to regenerate [Ni(I)(IMes)2Cl] and [Ni(IMes)2] for the next catalytic cycle.

Journal of the American Chemical Society published new progress about Aryl chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Product Details of C13H19BO3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Kubo, Yuji’s team published research in Materials Advances in 2021 | 190788-60-4

Materials Advances published new progress about Boron dipyrromethene complexes Role: PRP (Properties), SPN (Synthetic Preparation), TEM (Technical or Engineered Material Use), PREP (Preparation), USES (Uses). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Quality Control of 190788-60-4.

Kubo, Yuji; Nozawa, Toshiki; Maeda, Kentaro; Hashimoto, Yuta published the artcile< Asymmetrical benzo[a]-fused N2O2-boron-chelated BODIPYs as red to near-infrared absorbing chromophores: synthesis, characteristics and device applications for opto-electronics>, Quality Control of 190788-60-4, the main research area is dioxohydrazine boron chelation chromophore synthesis device application.

Asym. benzo[a]-fused BODIPYs with benzo(thieno)[1,3,2]oxazaborinine units 1-4 were synthesized for the first time. The structural feature was elucidated by X-ray crystallog. and NICS(0) calculation, indicating that the isoindole ring may possess azafulvene character. The photophys. properties of the dyes were investigated, demonstrating that they absorb far-red and NIR light with a λmax value of 663-709 nm in THF. Replacement of benzo[1,3,2]oxazaborinine with the thieno-counterpart caused a red-shift in the absorption band. Interestingly, the effect of thiophene insertion on the photophys. properties is dependent on the position of the thiophene in the chromophore, as determined from cyclic voltammetry (CV) measurement and theor. calculations Further, N2O2-ligated sp3-boron induces chirality into the chromophore, facilitating optical resolution of 2 by chiral high-pressure liquid chromatog.; helical dyes P-2 and M-2 were successfully characterized. As a potential device application, a single component device (ITO/dye 2/Al) was fabricated to produce a photocurrent of 8.42 × 10-7 A cm-2 at a bias potential of 1 V under photoirradiation at 750 nm (128μW cm-2). Compared to the dark current, the on/off current ratio at the same bias potential was determined to be 1.42 × 102. The result suggests that a sophisticated combination of asym. BODIPY with a n-type acceptor would allow for NIR photodiodes with a p-n interface.

Materials Advances published new progress about Boron dipyrromethene complexes Role: PRP (Properties), SPN (Synthetic Preparation), TEM (Technical or Engineered Material Use), PREP (Preparation), USES (Uses). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Quality Control of 190788-60-4.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem