Category: 1206-46-8

Bardin, V. V. published the artcileFluorination of C₆F₅MX₃ compounds (M = Si, Ge; X = F, Cl, Br, alk) with xenon difluoride and XeF⁺ Y^– salts, Synthetic Route of 1206-46-8, the publication is Journal of Fluorine Chemistry (1993), 60(2-3), 141-51, database is CAplus.

Compounds C₆F₅MX₃ (M = Si, Ge; X = Cl, Br) react with XeF₂, exchanging chlorine (bromine) atoms for fluorine. Interaction of C₆F₅MX₃ (X = F, alkyl) with XeF₂ in the presence of BF₃¡¤OEt₂ or with XeF⁺ NbF₆^– proceeds by the addition of two fluorine atoms to the pentafluorophenyl ring.

Journal of Fluorine Chemistry published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Synthetic Route of 1206-46-8.

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

Bardin, V. V. published the artcileFluorination of trimethylsilylfluoro- and (trimethylsilyl)tetrafluorobenzenes with xenon difluoride, Related Products of catalysis-chemistry, the publication is Journal of Fluorine Chemistry (1998), 90(1), 93-96, database is CAplus.

Replacement of hydrogen or trimethylsilyl group by fluorine and the addition of two fluorine atoms to the aromatic ring were found in the reaction of XeF₂ with 1-trimethylsilyl-2,3,5,6-tetrafluorobenzene (I), 1-trimethylsilyl-2,3,4,6-tetrafluorobenzene, and 1-trimethylsilyl-2,3,4,5-tetrafluorobenzene in CH₂Cl₂ containing BF₃.OEt₂. Only addition of two fluorine atoms took place in the case of I. The three isomers of (Me₃Si)C₆H₄F underwent fluorodesilylation, fluorodeprotonation and protodesilylation to give complex product mixtures The assumed reaction pathways include both cation radicals and arylxenon(II) species as reactive intermediates.

Journal of Fluorine Chemistry published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Related Products of catalysis-chemistry.

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

Rachor, Simon G. published the artcileSynthesis, Reactivity, and Bonding of Gold(I) Fluorido-Phosphine Complexes, Related Products of catalysis-chemistry, the publication is Inorganic Chemistry (2022), 61(1), 357-367, database is CAplus and MEDLINE.

Au(I) fluorido complexes with phosphine ligands were synthesized from their resp. iodo precursors. The bonding situation in comparison between complexes bearing phosphines and N-heterocyclic carbenes (NHCs) was explored quantum-chem., obtaining similar results for both. Calculations of the ¹⁹F NMR chem. shifts match the exptl. values well, including the ?40 ppm low-field shifts for the phosphine complexes compared to the NHC complexes, in spite of similar neg. charges on F. The reactivity of the highly H₂O-sensitive Au(I) fluorido complexes was studied, resulting in substitution at the metal using trimethylsilyl reagents. The compounds studied were characterized using NMR as well as x-ray diffraction methods.

Inorganic Chemistry published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Related Products of catalysis-chemistry.

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

Dewanji, Abhishek published the artcileC-F Activation in Perfluorinated Arenes with Isonitriles under UV-Light Irradiation, Category: catalysis-chemistry, the publication is Chemistry – A European Journal (2015), 21(35), 12295-12298, database is CAplus and MEDLINE.

The aryl and alkyl isonitriles efficiently activated the strong C-F bond in perfluoroarenes by simple UV irradiation under mild conditions. Reactions proceeded by formal direct insertion of the isonitrile into the C-F bond without any transition metal. Activation occurs at arene C-F bonds whereas aliphatic C-F bonds remain unreacted. For selected perfluoroarenes C-F activation occurred with high regioselectivity and resulting imidoyl fluorides were transformed into other valuable compounds Theor. studies gave insights into the reaction mechanism.

Chemistry – A European Journal published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Category: catalysis-chemistry.

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

Iwasaki, Takanori published the artcileNi-Catalyzed Dimerization and Hydroperfluoroarylation of 1,3-Dienes, HPLC of Formula: 1206-46-8, the publication is Journal of Organic Chemistry (2018), 83(16), 9267-9277, database is CAplus and MEDLINE.

A nickel-catalyzed three-component coupling reaction between perfluoroarenes and two mols. of a 1,3-diene in the presence of an alkyl Grignard reagent, which acted as a hydride source, provided 3-perfluoroarylated-1,7-octadienes via 1,3-diene dimerization and subsequent perfluoroarylation upon C-F bond cleavage. The reaction proceeded smoothly in a regioselective manner by simply combining NiCl₂ and PPh₃ as a catalyst and tolerated various functional groups on the perfluoroarenes. When substituted perfluoroarenes were employed, the reaction selectively occurred at the para-position. Mechanistic studies revealed that an anionic Ni complex, generated upon the reaction of Ni(0) with two mols. of a 1,3-diene and an alkyl Grignard reagent, played an important role in the C-C bond forming step with perfluoroarenes. The C-F bond cleavage was found to be a relatively fast step in the catalytic cycle.

Journal of Organic Chemistry published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, HPLC of Formula: 1206-46-8.

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

He, Chun-Yang published the artcilePalladium-Catalyzed Aerobic Dehydrogenative Cross-Coupling of Polyfluoroarenes with Thiophenes: Facile Access to Polyfluoroarene-Thiophene Structure, Product Details of C9H9F5Si, the publication is Organometallics (2012), 31(4), 1335-1340, database is CAplus.

Pd-catalyzed aerobic dehydrogenative cross-coupling of polyfluoroarenes with thiophenes via 2-fold C-H functionalization. E.g., reaction of pentafluorobenzene with 1-(thiophen-2-yl)ethanone in the presence of 5 mol% Pd(OAc)₂/Ag₂O and 1 atm of O₂ with 0.4 equivalent of pivalic acid in DMF/DMSO at 120¡ã to give an 81% yield of 1-(5-(perfluorophenyl)thiophen-2-yl)ethanone. The advantages of this reaction are its high reaction efficiency, excellent functional group compatibility, and use of mol. O₂ as terminal oxidant. This reaction provides a useful and facile protocol for the preparation of polyfluoroarene-thiophene structure of interest in functional materials. Mechanistic studies revealed that the reaction is initiated by the C-H bond cleavage of polyfluoroarenes.

Organometallics published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Product Details of C9H9F5Si.

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

Stepanov, A. A. published the artcileElectrochemical silylation of unsaturated organofluoric compounds, Related Products of catalysis-chemistry, the publication is Russian Journal of Electrochemistry (Translation of Elektrokhimiya) (2000), 36(2), 190-192, database is CAplus.

Organofluoric compounds are electrolyzed in a diaphragm-less cell filled with aprotic solvent containing trimethylchlorosilane. The following substances are trimethylsilylated in the electrolysis: C₆F₆, C₆F₅Cl, C₆F₅H, C₆F₅CF₃, C₅F₅N, CFCl:CFCl, and CF₂:CFBr, with the introduction of one trimethylsilyl group. The silylation mechanism is established. In some cases, the silylation product yield is increased on a Cu cathode.

Russian Journal of Electrochemistry (Translation of Elektrokhimiya) published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C17H18N3NaO3S, Related Products of catalysis-chemistry.

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

Guilleme, Julia published the artcileDirect Access to Axially Substituted Subphthalocyanines from Trimethylsilyl-Protected Nucleophiles, Related Products of catalysis-chemistry, the publication is Organic Letters (2015), 17(19), 4722-4725, database is CAplus and MEDLINE.

A new synthetic one-step approach to perform the axial ligand exchange reaction in subphthalocyanines that employs trimethylsilyl-protected nucleophiles as starting materials is reported. Theor. calculations indicate that the exchange reaction proceeds through a similar 4-centered ¦Ò-bond metathesis transition state as the substitution with phenols. This direct method allowed us to synthesize new axial derivatives of singular importance within the chem. of subphthalocyanines, for which the reactivity and x-ray crystalline structure were studied.

Organic Letters published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Related Products of catalysis-chemistry.

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

Elsby, Matthew R. published the artcileInfluence of N-Heterocyclic Carbene Steric Bulk on Selectivity in Nickel Catalyzed C-H Bond Silylation, Germylation, and Stannylation, Safety of Trimethyl(perfluorophenyl)silane, the publication is Organometallics (2019), 38(2), 436-450, database is CAplus.

A series of Ni(0) compounds supported by electronically similar N-heterocyclic carbene (NHC) ancillary ligands with a range of %V_bur were used as catalysts for aryl C-H bond silylation, germylation, and stannylation. The NHC steric bulk strongly influenced the selectivity of C-H functionalization to give new carbon-heteroatom bonds vs. alkene hydroarylation, despite little structural change in the resting state of the catalysts. Studies were performed by reacting C₆F₅H and H₂C:CHER₃ (ER₃ = SnBu₃, GePh₃, SiMe₃) using catalytic amounts of Ni(COD)₂ and NHC ligands IPr, IMes, IBn, and ⁱPr₂Im. Catalytic C-H stannylation to give C₆F₅SnBu₃ was facile with all ligands. The catalytic C-H germylation reaction was more difficult than stannylation but was demonstrated using H₂C:CHGePh₃ to give C₆F₅GePh₃ for all but the largest NHC. The bulkiest NHC, IPr, gave a 96:4 ratio of the hydroarylation product C₆F₅CH₂CH₂GePh₃ vs. C₆F₅GePh₃. The C-H silylation reactions required the highest temperatures and gave selective silylation product C₆F₅SiMe₃ only for the smallest IBn and ⁱPr₂Im NHC ligands. Using the larger IMes carbene resulted in a 66:34 mixture of silylation and hydroarylation products, and the largest NHC, IPr, gave exclusive conversion to the hydroarylation product, C₆F₅CH₂CH₂SiMe₃. DFT calculations are provided that give insight into the mechanism and key reaction steps, such as the relative difficulty of the critical ¦Â-Sn, Ge, and Si elimination steps.

Organometallics published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Safety of Trimethyl(perfluorophenyl)silane.

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

Kang, Kai published the artcileC(sp²)-C(sp²) Reductive Elimination from Well-Defined Diarylgold(III) Complexes, Product Details of C9H9F5Si, the publication is Organometallics (2017), 36(24), 4727-4740, database is CAplus.

Well-defined phosphine-ligated diarylgold(III) complexes cis-[Au(L)(Ar_F)(Ar’)(Cl)] were prepared and detailed kinetics of the C(sp²)-C(sp²) reductive elimination from these complexes were studied. The mechanism of the reductive elimination from complexes cis-[Au(L)(Ar_F)(Ar’)(Cl)] was further studied by theor. calculation The combination of exptl. and theor. results suggests that the biaryl reductive elimination from organogold(III) complexes cis-[Au(L)(Ar_F)(Ar’)(Cl)] proceeds through a concerted biaryl-forming pathway from the four-coordinated Au(III) metal center. These studies also disclose that the steric hindrance of the phosphine ligands plays a major role in promoting the biaryl-forming reductive elimination from diarylgold(III) complexes cis-[Au(L)(Ar_F)(Ar’)(Cl)], while electronic properties of these ligands have a much smaller effect. Furthermore, the complexes with more weakly electron-withdrawing aryl ligands undergo reductive elimination faster and the elimination rate is not sensitive to the polarity of the solvents.

Organometallics published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Product Details of C9H9F5Si.

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