Category: 22693-41-0

Qin, Yangzhong published the artcileMechanistic Investigation and Optimization of Photoredox Anti-Markovnikov Hydroamination, Application In Synthesis of 22693-41-0, the publication is Journal of the American Chemical Society (2021), 143(27), 10232-10242, database is CAplus and MEDLINE.

The reaction mechanism and the origin of the selectivity for the photocatalytic intermol. anti-Markovnikov hydroamination of unactivated alkenes with primary amines to furnish secondary amines have been revealed by time-resolved laser kinetics measurements of the key reaction intermediates. We show that back-electron transfer (BET) between the photogenerated aminium radical cation (ARC) and reduced photocatalyst complex (Ir(II)) is nearly absent due to rapid deprotonation of the ARC on the sub-100 ns time scale. The selectivity for primary amine alkylation is derived from the faster addition of the primary ARCs (as compared to secondary ARCs) to alkenes. The turnover of the photocatalyst occurs via the reaction between Ir(II) and a thiyl radical; the in situ formation of an off-cycle disulfide from thiyl radicals suppresses this turnover, diminishing the efficiency of the reaction. With these detailed mechanistic insights, the turnover of the photocatalyst has been optimized, resulting in a >10-fold improvement in the quantum yield. These improvements enabled the development of a scalable flow protocol, demonstrating a potential strategy for practical applications with improved energy efficiency and cost-effectiveness.

Journal of the American Chemical Society published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Application In Synthesis of 22693-41-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Nguyen, Suong T. published the artcilePCET-Enabled Olefin Hydroamidation Reactions with N-Alkyl Amides, COA of Formula: C15H24S, the publication is ACS Catalysis (2019), 9(5), 4502-4507, database is CAplus and MEDLINE.

Olefin aminations are important synthetic technologies for the construction of aliphatic C-N bonds. Here we report a catalytic protocol for olefin hydroamidation that proceeds through transient amidyl radical intermediates that are formed via proton-coupled electron transfer (PCET) activation of the strong N-H bonds in N-alkyl amides by an excited-state iridium photocatalyst and a dialkyl phosphate base. This method exhibits a broad substrate scope, high functional group tolerance, and amenability to use in cascade polycyclization reactions. The feasibility of this PCET protocol in enabling the intermol. anti-Markovnikov hydroamidation reactions of unactivated olefins is also demonstrated.

ACS Catalysis published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, COA of Formula: C15H24S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zhang, Muliang published the artcileDeoxygenative Deuteration of Carboxylic Acids with D₂O, Synthetic Route of 22693-41-0, the publication is Angewandte Chemie, International Edition (2019), 58(1), 312-316, database is CAplus and MEDLINE.

C1-Deuterated aryl and alkyl aldehydes such as 4-PhC₆H₄CDO and PhCH₂CH₂CDO were prepared chemoselectively with 58-96% deuterium incorporation by reduction of aromatic and aliphatic carboxylic acids using iridium photocatalysts, either Ph₃P or Ph₂OEt as an oxygen acceptor, 2,4,6-i-Pr₃C₆H₂SH as a hydrogen atom donor, and using D₂O as an inexpensive deuterium source. The method was used for the preparation of deuterated derivatives of pharmaceuticals and natural products containing aromatic carboxylic acid moieties. The method was also used for chemoselective reduction of aryl and alkyl carboxylic acids to the corresponding aldehydes using H₂O as a hydrogen atom source.

Angewandte Chemie, International Edition published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C8H11BO3, Synthetic Route of 22693-41-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Ohta, Shun published the artcileOxido-Bridged Di-, Tri-, and Tetra-Nuclear Iron Complexes Bearing Bis(trimethylsilyl)amide and Thiolate Ligands, Computed Properties of 22693-41-0, the publication is Inorganic Chemistry (2012), 51(4), 2645-2651, database is CAplus and MEDLINE.

Di-, tri-, and tetra-nuclear iron-oxido clusters with bis(trimethylsilyl)amide and thiolate ligands were synthesized from the reactions of Fe{N(SiMe₃)₂}₂ (1) with one equiv of thiol HSR (R = C₆H₅ (Ph), 4-^tBuC₆H₄, 2,6-Ph₂C₆H₃ (Dpp), 2,4,6-ⁱPr₃C₆H₂ (Tip)) and subsequent treatment with O₂. The trinuclear clusters [{(Me₃Si)₂N}Fe]₃(¦Ì₃-O){¦Ì-S(4-RC₆H₄)}₃ (R = H (3a), ^tBu (3b)) were obtained from the reactions of 1 with HSPh or HS(4-^tBuC₆H₄) and O₂, while the authors isolated a tetranuclear cluster [{(Me₃Si)₂N}₂Fe₂(¦Ì-SDpp)]₂(¦Ì₃-O)₂ (4) as crystals from an analogous reaction with HSDpp. Treatment of a tertrahydrofuran (THF) solution of 1 with HSTip and O₂ gave dinuclear [{(Me₃Si)₂N}(TipS)(THF)Fe]₂(¦Ì-O) (5). The mol. structures of these complexes were determined by x-ray crystallog. anal. Cyclic voltammograms of the mixed valent Fe(II)Fe(III)₂ complexes 3a and 3b are also presented which show a single one-electron oxidation and a single one-electron reduction for each of the two complexes.

Inorganic Chemistry published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Computed Properties of 22693-41-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Huang, He published the artcileVisible-light-driven anti-Markovnikov hydrocarboxylation of acrylates and styrenes with CO₂, Safety of 2,4,6-Triisopropylbenzenethiol, the publication is CCS Chemistry (2021), 3(6), 1746-1756, database is CAplus.

Herein, the first visible-light-driven photocatalyst-free hydrocarboxylation of alkenes with CO₂ is reported. Diverse acrylates and styrenes, including challenging tri- and tetrasubstituted ones, underwent anti-Markovnikov hydrocarboxylation with high selectivities to generate valuable succinic acid derivatives and 3-arylpropanoic acids. In addition to the use of stoichiometric aryl thiols, the thiol catalysis has also been developed, representing the first visible light-driven organocatalytic hydrocarboxylation of alkenes with CO₂. The UV-vis measurements, NMR analyses, and computational investigations support the formation of a novel charge-transfer complex (CTC) between thiolate and acrylate/styrene. Further mechanistic studies and d. functional theory (DFT) calculations indicate that both alkene and CO₂ radical anions might be generated, illustrating the unusual selectivities and providing a novel strategy for CO₂ utilization.

CCS Chemistry published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Safety of 2,4,6-Triisopropylbenzenethiol.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zhao, Kuo published the artcileCatalytic Ring Expansions of Cyclic Alcohols Enabled by Proton-Coupled Electron Transfer, Safety of 2,4,6-Triisopropylbenzenethiol, the publication is Journal of the American Chemical Society (2019), 141(22), 8752-8757, database is CAplus and MEDLINE.

In the presence of an iridium photocatalyst and tetraphenylphosphonium trifluoroacetate or di-Ph phosphate or collidine, alkenyl-substituted cyclic and heterocyclic alcs. such as I (R = H, Ph, 4-t-BuC₆H₄, 4-MeO₂CC₆H₄) underwent regioselective photochem. one- and two-carbon ring expansion reactions under blue LED irradiation via proton-coupled electron transfer to yield cyclic ketones such as II and III (R = Ph, 4-t-BuC₆H₄, 4-MeO₂CC₆H₄). When an aryl substituent was present at the terminal position of the alkenyl moiety, one-carbon ring expansion was observed, while when an alkyl substituent or a proton was present, two-carbon ring expansion occurred exclusively.

Journal of the American Chemical Society published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C22H18O2, Safety of 2,4,6-Triisopropylbenzenethiol.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Tanifuji, Kazuki published the artcileA Convenient Route to Synthetic Analogues of the Oxidized Form of High-Potential Iron-Sulfur Proteins, Product Details of C15H24S, the publication is Inorganic Chemistry (2014), 53(8), 4000-4009, database is CAplus and MEDLINE.

An amide-bound [Fe₄S₄]³⁺ cluster, [Fe₄S₄{N(SiMe₃)₂}₄]^– (1), was found to serve as a convenient precursor for synthetic analogs of the oxidized form of high-potential Fe-S proteins. Treatment of 1 with 4 equiv of bulky thiols led to replacement of the amide ligands with thiolates, giving rise to [Fe₄S₄(SR)₄]^– clusters (R = Dmp (2a), Tbt (2b), Eind (2c), Dxp (2d), Dpp (2e); Dmp = 2,6-di(mesityl)phenyl, Tbt = 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl, Eind = 1,1,3,3,5,5,7,7-octaethyl-s-hydrindacen-4-yl, Dxp = 2,6-di(m-xylyl)phenyl, Dpp = 2,6-diphenylphenyl). These clusters were characterized by the mass spectrum, the EPR spectrum, and x-ray crystallog. The redox potentials of the [Fe₄S₄]^3+/2+ couple, -0.82 V (2a), -0.86 V (2b), -0.84 V (2c), -0.74 V (2d), and -0.63 V (2e) vs. Ag/Ag⁺ in THF, are significantly more neg. than that of [Fe₄S₄(SPh)₄]^-/2- (-0.21 V).

Inorganic Chemistry published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C5H6N2O2, Product Details of C15H24S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Tang, Kaluo published the artcileReactions of mononuclear copper complexes formed by insertion of CS₂ into Cu-S bonds with various solvents. III. Formation and crystal structure of [CuI(PPh₃)(Py)]₂ and [CH₂(C₅H₅N)₂]₂[Cu₂I₆], Synthetic Route of 22693-41-0, the publication is Beijing Daxue Xuebao, Ziran Kexueban (1995), 31(6), 695-702, database is CAplus.

Mononuclear Cu complexes with structures of (Ph₃P)₂Cu(S₂CSR), formed by insertion of CS₂ into Cu-S bonds, can react with a various solvents undergoing some nucleophilic reactions. [CuI(PPh₃)(Py)]₂ (I) and [CH₂(C₅H₅N)₂]₂[Cu₂I₆] (II) were obtained from the reaction of starting material (R = Bu^t, C₆H₂Pr₃ⁱ-2,4,6) with CH₂I₂-acetone mixed-solvent in the presence of pyridine and then self-assembly in the same solution Crystal data for I: space group C₂/c,a = 26.112(6), b 14.499(3), c 11.357(2) ?, ¦Â 95.12(2)¡ã, Dc = 1.650 g/cm¡Þ3, Z = 4, R = 0.0334 fro 2182 independent reflections. Crystal data for II: space group P2₁/n, a 11.389(4), b 11.698(5), c 13.227(7) ?, ¦Â 114.99(4)¡ã, Dc = 2.563 g/cm³, Z = 0.0627 for 1891 independent reflection.

Beijing Daxue Xuebao, Ziran Kexueban published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C5H6BNO2, Synthetic Route of 22693-41-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Lim, Booyong S. published the artcileMonodithiolene Molybdenum(V,VI) Complexes: A Structural Analogue of the Oxidized Active Site of the Sulfite Oxidase Enzyme Family, HPLC of Formula: 22693-41-0, the publication is Journal of the American Chemical Society (2001), 123(34), 8343-8349, database is CAplus and MEDLINE.

The active sites of the xanthine oxidase and sulfite oxidase enzyme families contain one pterin-dithiolene cofactor ligand bound to a Mo atom. Consequently, monodithiolene Mo complexes were sought by exploratory synthesis for structural and reactivity studies. Reaction of [MoO(S₂C₂Me₂)₂]^1- or [MoO(bdt)₂]^1- with PhSeCl results in removal of one dithiolate ligand and formation of [MoOCl₂(S₂C₂Me₂)]^1- (1) or [MoOCl₂(bdt)]^1- (2), which undergoes ligand substitution reactions to form other monodithiolene complexes [MoO(2-AdS)₂(S₂C₂Me₂)]^1- (3), [MoO(SR)₂(bdt)]^1- (R = 2-Ad (4), 2,4,6-Prⁱ₃C₆H₂ (5)), and [MoOCl(SC₆H₂-2,4,6-Prⁱ₃)(bdt)]^1- (6) (Ad = 2-adamantyl, bdt = benzene-1,2-dithiolate). These complexes have square pyramidal structures with apical oxo ligands, exhibit rhombic EPR spectra, and 3–5 are electrochem. reducible to Mo^IVO species. Complexes 1–6 constitute the 1st examples of five-coordinate monodithiolene Mo^VO complexes; 6 approaches the proposed structure of the high-pH form of sulfite oxidase. Treatment of [MoO₂(OSiPh₃)₂] with Li₂(bdt) in THF affords [MoO₂(OSiPh₃)(bdt)]^1- (8). Reaction of 8 with 2,4,6-Prⁱ₃C₆H₂SH in MeCN gives [MoO₂(SC₆H₂-2,4,6-Prⁱ₃)(bdt)]^1- (9, 55%). Complexes 8 and 9 are square pyramidal with apical and basal oxo ligands. With one dithiolene and one thiolate ligand of a square pyramidal Mo^VIO₂S₃ coordination unit, 9 closely resembles the oxidized sites in sulfite oxidase and assimilatory nitrate reductase as deduced from crystallog. (sulfite oxidase) and Mo EXAFS. The complex is the 1st structural analog of the active sites in fully oxidized members of the sulfite oxidase family. This work provides a starting point for the development of both structural and reactivity analogs of members of this family.

Journal of the American Chemical Society published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, HPLC of Formula: 22693-41-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Dong, Jianyang published the artcileFormyl-selective deuteration of aldehydes with D₂O via synergistic organic and photoredox catalysis, Recommanded Product: 2,4,6-Triisopropylbenzenethiol, the publication is Chemical Science (2020), 11(4), 1026-1031, database is CAplus and MEDLINE.

A mild general method for formyl-selective deuterium labeling of aldehydes with D₂O, an inexpensive deuterium source, via a synergistic combination of light-driven, polyoxometalate-facilitated hydrogen atom transfer and thiol catalysis was reported. This highly efficient, scalable reaction showed excellent deuterium incorporation, a broad substrate scope and excellent functional group tolerance and selectivity and was therefore a practical method for late-stage modification of synthetic intermediates in medicinal chem. and for generating libraries of deuterated compounds

Chemical Science published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Recommanded Product: 2,4,6-Triisopropylbenzenethiol.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia