Month: November 2022

Lamb, Jessica R. published the artcileCarbonylative, Catalytic Deoxygenation of 2,3-Disubstituted Epoxides with Inversion of Stereochemistry: An Alternative Alkene Isomerization Method, Related Products of ethers-buliding-blocks, the main research area is carbonylative deoxygenation epoxide inversion stereochem catalyst; alkene stereoselective preparation.

Reactions facilitating inversion of alkene stereochem. are rare, sought-after transformations in the field of modern organic synthesis. Although a number of isomerization reactions exist, most methods require specific, highly activated substrates to achieve appreciable conversion without side product formation. Motivated by stereoinvertive epoxide carbonylation reactions, we developed a two-step epoxidation/deoxygenation process that results in overall inversion of alkene stereochem. Unlike most deoxygenation systems, carbon monoxide was used as the terminal reductant, preventing difficult postreaction separations, given the gaseous nature of the resulting carbon dioxide byproduct. Various alkyl-substituted cis- and trans-epoxides can be reduced to trans- and cis-alkenes, resp., in >99:1 stereospecificity and up to 95% yield, providing an alternative to traditional, direct isomerization approaches.

Journal of the American Chemical Society published new progress about Alkenes Role: SPN (Synthetic Preparation), PREP (Preparation). 121-00-6 belongs to class ethers-buliding-blocks, name is 4-Hydroxy-3-tert-butylanisole, and the molecular formula is C11H16O2, Related Products of ethers-buliding-blocks.

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

Wang, Zijing published the artcileSynthesis of NHC Pincer Hydrido Nickel Complexes and Their Catalytic Applications in Hydrodehalogenation, Application In Synthesis of 622-86-6, the main research area is nickel bromide pincer complex hydrogenation hydride reagent; hydrido nickel pincer complex preparation catalyst alkyl halide hydrodehalogenation; crystal structure aminocarbeneamine nickel hydride pincer complex; mol structure aminocarbeneamine nickel hydride pincer complex.

The C(carbene)N(amino)N(amine)-pincer Ni(II) bromides (1a – 1c) were hydrogenated to the corresponding Ni(II) hydrides (2a – 2c) by (EtO)3SiH/NaOtBu or NaBH4. These Ni(II) hydrides (2a -2c) were characterized by NMR and IR spectroscopy as well as x-ray diffraction. The catalytic performance of complex 2b for hydrodehalogenation reactions was explored. In a combination of 3 mol% catalyst loading, (EtO)3SiH/NaOtBu/toluene/80° and different reaction time, organic halides were successfully reduced to the related alkanes. A catalytic radical mechanism is proposed and partly verified by experiments

Organometallics published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation). 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, Application In Synthesis of 622-86-6.

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

Chu, Guobiao published the artcileA new and more efficient synthesis of methylene acetals, Recommanded Product: (2-Chloroethoxy)benzene, the main research area is methylene acetal preparation alc dichloromethoxytriazine.

A new and efficient synthesis of benzyl chlorides and methylene acetals by use of 2,4-dichloro-6-methoxy[1,3,5]triazine (MeOTCT) and DMSO has been developed. Chlorides are the major products for benzyl alcs., while methylene acetals are the major products for secondary alcs. This procedure provides the highest yields so far for methylene acetals of steroids. A plausible mechanism is proposed on the basis of the experiments

Synthesis published new progress about Acetals Role: SPN (Synthetic Preparation), PREP (Preparation). 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, Recommanded Product: (2-Chloroethoxy)benzene.

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

Yu, Congjun published the artcileRegioselective Oxidative Arylation of Fluorophenols, Recommanded Product: (2-Chloroethoxy)benzene, the main research area is regioselective oxidative arylation fluorophenol; quinone regioselective preparation; arylated quinone; cross dehydrogenative coupling; fluorophenols; hypervalent iodine; regioselective arylation.

A metal free and highly regioselective oxidative arylation reaction of fluorophenols is described. The relative position of the fluoride leaving group (i.e., ortho or para) controls the 1,2 or 1,4 nature of the arylated quinone product, lending versatility and generality to this oxidative, defluorinative, arylation concept.

Angewandte Chemie, International Edition published new progress about Fluorophenols Role: RCT (Reactant), RACT (Reactant or Reagent). 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, Recommanded Product: (2-Chloroethoxy)benzene.

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

Atik, Jaschar published the artcileIonic liquid plasticizers comprising solvating cations for lithium metal polymer batteries, HPLC of Formula: 23783-42-8, the main research area is ionic liquid plasticizer lithium metal polymer battery.

Ternary solid polymer electrolytes (TSPEs) with ionic liquids (ILs) including alkyl-based ammonium cations and low coordinating anions suffer from the lack of Li+ ion coordination by the ILs compared to the immobile polymer backbone, in terms of Li+ ion transport. Thus, solvating ionic liquids (SILs) with an oligo(ethylene oxide) side chain attached onto the cation were prepared to improve the interaction between Li+ and the IL and accelerate Li+ transport in TSPEs. A variety of methods, such as pulsed field gradient NMR spectroscopy, Li metal plating/stripping and measurements of Sand’s times were used to show that Li+ ion transference numbers increase with the oligo(ethylene oxide) side chain length in SIL-based TSPEs, which results in faster Li+ ion transport and translates into much slower lithium depletion at a given current, thereby delaying the onset of fast dendrite growth of lithium metal.

Electrochimica Acta published new progress about Carbon black Role: MOA (Modifier or Additive Use), USES (Uses). 23783-42-8 belongs to class ethers-buliding-blocks, name is 2,5,8,11-Tetraoxatridecan-13-ol, and the molecular formula is C9H20O5, HPLC of Formula: 23783-42-8.

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

Karak, Milandip published the artcilePalladium-catalyzed hydrodehalogenation of butenolides: An efficient and sustainable access to β-arylbutenolides, HPLC of Formula: 127972-00-3, the main research area is arylbutenolide preparation; boronic acid halobutenolide hydrodehalogenation palladium catalyst.

Several α-unsubstituted β-arylbutenolides I (R = 4-F, 3-Cl, 4-MeO, etc.) have been prepared in 69-92% yield by reductive dehalogenation of α-halo-β-arylbutenolides. The latter were assembled in a single-step from α,β-dihalobutenolides, which are accessible on a large-scale from biomass-derived furfural. This dehalogenation protocol is illustrated by a new synthesis of the marine antibiotics rubrolide E and F, and 3”-bromorubrolide F.

Tetrahedron Letters published new progress about Boronic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 127972-00-3 belongs to class ethers-buliding-blocks, name is 2-Methoxy-5-methylphenylboronic acid, and the molecular formula is C8H11BO3, HPLC of Formula: 127972-00-3.

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

Blond, Pascale published the artcileReady-to-Use Germanium Surfaces for the Development of FTIR-Based Biosensors for Proteins, Product Details of C9H20O5, the main research area is germanium surface FTIR biosensor protein.

Germanium is particularly suitable for the design of FTIR-based biosensors for proteins. The grafting of stable and thin organic layers on germanium surfaces remains, however, challenging. To tackle this problem, the authors developed a calix[4]arene-tetradiazonium salt decorated with four oligo(ethylene glycol) chains and a terminal reactive carboxyl group. This versatile mol. platform was covalently grafted on germanium surfaces to yield robust ready-to-use surfaces for biosensing applications. The grafted calixarene monolayer prevents nonspecific adsorption of proteins while allowing bioconjugation with biomols. such as bovine serum albumin (BSA) or biotin. The native form of the studied proteins was maintained upon immobilization. As a proof of concept, the resulting calix[4]arene-based germanium biosensors were used through a combination of ATR-FTIR spectroscopy and fluorescence microscopy for the selective detection of streptavidin from a complex medium. This study opens real possibilities for the development of sensitive and selective FTIR-based biosensors devoted to the detection of proteins.

Langmuir published new progress about Attenuated-total-reflectance Fourier-transform IR spectroscopy. 23783-42-8 belongs to class ethers-buliding-blocks, name is 2,5,8,11-Tetraoxatridecan-13-ol, and the molecular formula is C9H20O5, Product Details of C9H20O5.

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

Yang, Xintong published the artcileEfficient synthesis of chiral biaryls via asymmetric Suzuki-Miyaura cross-coupling of ortho-bromo aryl triflates, Application In Synthesis of 127972-00-3, the main research area is biaryl preparation Suzuki coupling palladium benzoxaphosphole.

Efficient asym. Suzuki-Miyaura coupling of ortho-bromo aryl triflates with various arylboronic acids were described, providing a series of chiral biaryl triflates in high yields and up to 91% ee under mild conditions. The aryl triflates could be easily transformed to various chiral biaryl products by further derivatization. A one-pot tandem asym. cross-coupling/cross-coupling sequence was also achieved by using a single palladium catalyst, demonstrating the versatility of this method for preparation of chiral biaryl products. Under optimized conditions the synthesis of the target compounds was achieved using palladium(II) acetate and (2S,3S)-4-(2,6-dimethoxyphenyl)-3-(1,1-dimethylethyl)-2,3-dihydro-2-methyl-1,3-benzoxaphosphole as catalyst and ligand combination. Starting materials included 1,1,1-trifluoromethanesulfonic acid 1-bromo-2-naphthalenyl ester and B-(9-phenanthrenyl)boronic acid, B-(5-pyrenyl)boronic acid, B-(1,2-dihydro-5-acenaphthylenyl)boronic acid, B-[[1,1′-biphenyl]-2-yl]boronic acid, B-(2-formylphenyl)boronic acid. The title compounds thus formed included chiral biaryl derivatives, such as 1,1,1-trifluoromethanesulfonic acid, (1S)-[1,1′-binaphthalen]-2-yl ester.

Tetrahedron published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 127972-00-3 belongs to class ethers-buliding-blocks, name is 2-Methoxy-5-methylphenylboronic acid, and the molecular formula is C8H11BO3, Application In Synthesis of 127972-00-3.

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

Fujihira, Yamato published the artcilePentafluoroethylation of Carbonyl Compounds by HFC-125 via the Encapsulation of the K Cation with Glymes, Application of 2,5,8,11,14-Pentaoxapentadecane, the main research area is pentafluoroethylation carbonyl compound HFC 125 encapsulation potassium cation glyme.

A simple protocol to overcome the explosive pentafluoroethylation of carbonyl compounds by HFC-125 is described. The use of potassium (K) bases with triglyme or tetraglyme as a solvent safely yields the pentafluoroethylation products in good to high yields. The exptl. results suggest that an encapsulation of the K cation by glymes as K(glyme)2 inhibits the contact between the K cation and the reactive anionic pentafluoroethyl counterion, preventing their transformation into KF and explosive tetrafluoroethylene (TFE). The generation of sterically demanding [K(G3)2]+ and [K(G4)2]+ is an effective way as an unstable pentafluoroethyl anion reservoir.

Journal of Organic Chemistry published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 143-24-8 belongs to class ethers-buliding-blocks, name is 2,5,8,11,14-Pentaoxapentadecane, and the molecular formula is C10H22O5, Application of 2,5,8,11,14-Pentaoxapentadecane.

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

Bhanderi, Khushboo published the artcileNonconventional driving force for selective oxidative C-C coupling reaction due to concurrent and curious formation of Ag0, Product Details of C11H16O2, the main research area is phenol silver ammonia complex catalyst regieoselective oxidative coupling; biphenyl preparation.

Herein, reduction of [Ag(NH3)2]+ to Ag0 with concurrent oxidation of different phenols/naphthols to biphenyls was undertaken. The work was originated during careful observation of an undergraduate experiment-Tollen’s test-where silver mirror film deposition takes place on the walls of borosilicate glass test tube. When the same reaction was carried out in polypropylene (plastic-Eppendorf) tube, aggregation of Ag0 leading to floating Ag-particles was observed but not silver film deposition. This prompted to carry out challenging cross-coupling reaction by only changing the surface of the reaction flask from glass to plastic to silicones. Surprisingly, good selective oxidative homo-coupling on Teflon surface while cross-coupling in Eppendorf vial was observed Thus, the formation of biphenyl is driven by the macroscopic growth of Ag0 into [Ag-particle] orchestrated by Ag…Ag cohesive interaction was proposed. To validate results, experiments were also performed on gram scale. More importantly, oxidation of β-naphthol carried out in quartz (chiral) tube which yielded slight enantioselective excess of BINOL.

Scientific Reports published new progress about Biphenyls Role: SPN (Synthetic Preparation), PREP (Preparation). 121-00-6 belongs to class ethers-buliding-blocks, name is 4-Hydroxy-3-tert-butylanisole, and the molecular formula is C11H16O2, Product Details of C11H16O2.

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