Month: November 2022

Langlois, Jean-Baptiste published the artcileCopper-catalyzed asymmetric allylic alkylation of racemic cyclic substrates: Application of dynamic kinetic asymmetric transformation (DYKAT), Quality Control of 503538-69-0, the publication is Advanced Synthesis & Catalysis (2010), 352(2+3), 447-457, database is CAplus.

The copper-catalyzed asym. allylic alkylation (AAA) is of great interest in organic synthesis. This reaction was extensively studied using a broad range of substrates, ligands and organometallic reagents. However, the use of racemic substrates was still limited. Although some processes of kinetic resolution are reported in the literature, no examples of quant. deracemization are described as is the case for the Pd-catalyzed allylic alkylation. The development and results of the copper-catalyzed AAA is reported. High enantioselectivities, scope of the reaction and mechanistic considerations are reported herein.

Advanced Synthesis & Catalysis published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Quality Control of 503538-69-0.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Anteunis, M. published the artcileNuclear magnetic resonance experiments on ketals. III. Proton magnetic resonance (P.M.R.) spectrum and conformations of the glycol ketal of 1,2-propanediol with acetone and acetaldehyde, Safety of 2,2,4-Trimethyl-1,3-dioxolane, the publication is Bulletin des Societes Chimiques Belges (1964), 73(11-12), 889-97, database is CAplus.

cf. CA 61, 10570h. The H N.M.R. (P.M.R.) spectra of 2,2,4-trimethyl-1,3-dioxolane (I) and cis- and trans-2,4-dimethyl-1,3-dioxolane (II) were determined and analyzed. The chem. shifts are in accordance with a half-chair conformation. The 1,3-H-Me interaction causes an upfield shift of ∼0.15 ppm. when the 2 are cis to one another. A similar shift of 0.05 ppm. was noted for a cis-1,3-Me-Me interaction. In I and cis-II, long-range coupling between the 4-Me and the methylene H cis to it is observed. I (b. 100°) was prepared from Me₂C(OMe)₂ (0.3 moles), propanediol (III) (0.2 moles), and H₂SO₄ catalyst. II was prepared by slow distillation of MeCH0 from acidified paraldehyde into III. Separation of the product by gas-liquid chromatography gave cis-II, b. 91.8°, n²⁵ 1.3945, d_23.6 0.92786, m. 55-60°; and trans-II, b. 89.5°, n²⁵ 1.3928; d_23.0 0.91570. meso4,5-Dimethyl-1,3-dioxolane (b. 104°) was prepared by azeotropic H₂O removal with C₆H₆ from a mixture of monobutanediol and (HCHO)_x. The HCHO ketal of 4,5-trimethylene-1,3-dioxolane prepared similarly b. 80°/18 mm.

Bulletin des Societes Chimiques Belges published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Safety of 2,2,4-Trimethyl-1,3-dioxolane.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Alikarami, Mohammad published the artcileOxidative deprotection of trimethylsilyl and tetrahydropyranyl ethers, acetals and ketals with N,N’-dibenzyl-1,4-diazoniabicyclo[2.2.2]octane peroxodisulfate under non-aqueous conditions, Name: 1,4-Dioxaspiro[4.5]decane, the publication is Organic Chemistry: An Indian Journal (2013), 9(11), 463-468, database is CAplus.

An efficient and convenient conversion of trimethylsilyl and tetrahydropyranyl ethers, acetals and ketals to the corresponding carbonyl compounds with N,N’-dibenzyl-1,4-diazoniabicyclo[2.2.2]octane peroxodisulfate under non-aqueous conditions is described.

Organic Chemistry: An Indian Journal published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C8H14O2, Name: 1,4-Dioxaspiro[4.5]decane.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Du, Jing published the artcileSynthesis and catalytic activities of two new extended Preyssler-type tungstophosphates with different cavity centers, Synthetic Route of 177-10-6, the publication is Inorganic Chemistry Communications (2016), 119-123, database is CAplus.

Two new extended Preyssler-type polyoxometalates (POMs) constructed by Fe(III), 2,2′-biimidazole and Preyssler-type tungstophosphate anions with Na and Ag cavity centers, resp., {(H₄biim)₅H[Fe(H₂biim)(H₂O)₂(ZP₅W₃₀O₁₁₀)]·17H₂O}_n (Z = Na, 1; Z = Ag, 2; H₂biim = 2,2′-biimidazole), were designed and synthesized under hydrothermal conditions, and were systematically characterized by physicochem. and spectroscopic methods. The two compounds are isostructural coordination polymers. In compound 1 or 2, there exists interesting infinite 1-dimensional chains composed of Preyssler-type [ZP₅W₃₀O₁₁₀]^14- (abbreviated as {ZP₅W₃₀}) polyanions bridged by Fe(III)-complex fragments, and these chains further formed 3-dimensional supramol. frameworks via extensive H-bonding interactions. For 2, two types of transition metals, i.e. one Ag⁺ ion as a center in the inner cavity and two Fe³⁺ ions as modified cations on the outer surface of one {ZP₅W₃₀} unit, exist in the same compound Also, the electrochem. behaviors and acid catalytic activities of 1 and 2 were studied.

Inorganic Chemistry Communications published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C8H14O2, Synthetic Route of 177-10-6.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Li, Li published the artcileMetal-containing TUD-1 mesoporous silicates as versatile solid acid catalysts for the conversion of bio-based compounds into valuable chemicals, Quality Control of 68527-74-2, the publication is Inorganica Chimica Acta (2015), 289-296, database is CAplus.

Three-dimensional mesoporous silicates of the TUD-1 family were synthesized with different metals (Zr, Hf and Sn) incorporated in the framework of the material. The mesoporosity of the prepared TUD-1s was confirmed by x-ray diffraction (x-ray diffraction), nitrogen physisorption and TEM. The incorporation of the metals in the silicate structure was investigated by FT-IR and UV-Vis spectroscopy. All three TUD-1 materials present a combination of Lewis and mild Bronsted acid sites, as determined by TPD-FT-IR of pyridine adsorption. The metal-containing TUD-1 materials were tested as solid acid catalysts for the conversion of three bio-based compounds into valuable chem. products. In the conversion of dihydroxyacetone into Et lactate, complete selectivity towards the desired lactate product was achieved with Zr-, Hf- and Sn-TUD-1. The three heterogeneous catalysts displayed similar activity, with Hf-TUD-1 reaching the highest conversion and metal-based turnover number Sn-TUD-1 also displayed high activity and selectivity in two acetalization reactions, i.e. the synthesis of solketal from acetone and glycerol and the reaction of vanillin with propylene glycol. The catalytic performance of these TUD-1 materials is ascribed to the high accessibility of their active sites and to the suitable combination of acid sites. The catalysts were successfully reused in consecutive runs and did not suffer from leaching.

Inorganica Chimica Acta published new progress about 68527-74-2. 68527-74-2 belongs to dioxole, auxiliary class Dioxolane,Benzene,Phenol,Ether, name is 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, and the molecular formula is C11H14O4, Quality Control of 68527-74-2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Xu, Xiaofeng published the artcileConjugated polyelectrolytes and neutral polymers with poly(2,7-carbazole) backbone: Synthesis, characterization, and photovoltaic application, Name: 9-(6-Bromohexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2011), 49(5), 1263-1272, database is CAplus.

Poly(2,7-carbazole) neutral polymers (PC-N, PC-NOH, and PC-P) and polyelectrolytes (PC-NBr and PC-SO₃Na) with hydrophilic pendant groups of ammonium, phosphonate, and sulfonate were synthesized as interlayers for cathode modifications in bulk-heterojunction photovoltaic cells (BHJ PVCs). The absorptions of the polymers were determined by the poly(2,7-carbazole) backbone, showing absorption peaks at ∼390 nm for their solutions and films. Because of large intermol. interactions, excimer emissions with wavelengths higher than 500 nm were found in the photoluminescence spectra of the films of the polymers, which weakened the light emissions of the polymers. PC-N, PC-NBr, PC-NOH, and PC-P possessed comparable HOMO levels of -5.23 eV and LUMO levels of -2.4 eV, but HOMO and LUMO levels of PC-SO₃Na were up-lying to -4.91 and -2.12 eV, resp. PC-N, PC-NBr, PC-NOH, and PC-P were selected to construct thin interlayers in BHJ PVCs with PFO-DBT35:PCBM = 1:4 as the active layer. Compared with traditional Al cathode, bilayer cathodes with the interlayers showed improvements of open-circuit voltages and short-circuit currents of the PVCs. PC-NOH was the best for the photovoltaic performances and over 20% increase of power conversion efficiency (PCE) was achieved. The bilayer cathodes would have great potential to further elevate PCE of BHJ PVCs with other active layer materials. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011.

Journal of Polymer Science, Part A: Polymer Chemistry published new progress about 1268162-40-8. 1268162-40-8 belongs to dioxole, auxiliary class Boronic acid and ester,Boronic acid and ester,Bromide, name is 9-(6-Bromohexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole, and the molecular formula is C6H8O4, Name: 9-(6-Bromohexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

LeBouf, Ryan F. published the artcileHeadspace analysis for screening of volatile organic compound profiles of electronic juice bulk material, Name: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Analytical and Bioanalytical Chemistry (2018), 410(23), 5951-5960, database is CAplus and MEDLINE.

The use of electronic nicotine delivery systems continues to gain popularity, and there is concern for potential health risks from inhalation of aerosol and vapor produced by these devices. An anal. method was developed that provided quant. and qual. chem. information for characterizing the volatile constituents of bulk electronic cigarette liquids (e-liquids) using a static headspace technique. Volatile organic compounds (VOCs) were screened from a convenience sample of 146 e-liquids by equilibrating 1 g of each e-liquid in amber vials for 24 h at room temperature Headspace was transferred to an evacuated canister and quant. analyzed for 20 VOCs as well as tentatively identified compounds using a preconcentrator/gas chromatog./mass spectrometer system. The e-liquids were classified into flavor categories including brown, fruit, hybrid dairy, menthol, mint, none, tobacco, and other. 2,3-Butanedione was found at the highest concentration in brown flavor types, but was also found in fruit, hybrid dairy, and menthol flavor types. Benzene was observed at concentrations that are concerning given the carcinogenicity of this compound (max 1.6 ppm in a fruit flavor type). The proposed headspace anal. technique coupled with partition coefficients allows for a rapid and sensitive prediction of the volatile content in the liquid The technique does not require onerous sample preparation, dilution with organic solvents, or sampling at elevated temperatures Static headspace screening of e-liquids allows for the identification of volatile chem. constituents which is critical for identifying and controlling emission of potentially hazardous constituents in the workplace.

Analytical and Bioanalytical Chemistry published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Name: 2,2,4-Trimethyl-1,3-dioxolane.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Kuznetsov, V. V. published the artcileRelative activity of 1,3-dioxolanes in a reaction with pentylborodichloride, Synthetic Route of 1193-11-9, the publication is Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya (1990), 33(3), 34-6, database is CAplus.

Reaction of equimol. amounts of dioxolanes I (R = H, Me, R¹ = H, Me, CHMe₂, heptyl, RR¹ = O; R² = R³ = H, Me, R² = H, R³ = Me) with Me(CH₂)₄BCl₂ at 20° for 4-6 h gave dioxaborolanes II (same R², R³). The degree of conversion of I was dependent on the relative thermodn. stability of the initial and final compounds

Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Synthetic Route of 1193-11-9.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Himmelstrup, Jonas published the artcileEnantioselective aryl-aryl coupling facilitated by chiral binuclear gold complexes, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Chemical Communications (Cambridge, United Kingdom) (2019), 55(86), 12988-12991, database is CAplus and MEDLINE.

Herein, we report stoichiometric investigations embodying the first highly enantioselective aryl-aryl coupling facilitated by a gold complex. With up to 91% ee, this is the first demonstration of a transmetalation and C(sp²)-C(sp²) reductive elimination sequence with high enantioselectivity using a gold complex. The results offer a basis for development of enantioselective gold-catalyzed aryl-aryl coupling reactions.

Chemical Communications (Cambridge, United Kingdom) published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Magnus, Philip published the artcileLewis Acid Catalyzed α-Functionalization of Ketals for the Regioselective Synthesis of α-Carbamoyl Ketals, Related Products of dioxole, the publication is Organic Letters (2012), 14(15), 3952-3954, database is CAplus and MEDLINE.

Treatment of α-carbamoyl ketals with DEAD in the presence of BF₃·OEt₂ gave α-N,N’-dialkyldicarboxylate hydrazines, which was N-alkylated and in situ eliminated (E1cb) to give α-carbamoyl ketals.

Organic Letters published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C8H14O2, Related Products of dioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem