Category: 1206-46-8

Tyrra, Wieland E. published the artcileOxidative perfluoroorganylation methods in group 12-16 chemistry The reactions of haloperfluoroorganics and In and InBr, a convenient new route to AgR_f (R_f = CF₃, C₆F₅) and reactions of AgR_f with group 12-16 elements, Recommanded Product: Trimethyl(perfluorophenyl)silane, the publication is Journal of Fluorine Chemistry (2001), 112(1), 149-152, database is CAplus.

Perfluoroiodo organics R_fI [R_f = n-C_nF_2n+1 (n = 1, 2, 3, 4, 6), i-C₃F₇, C₆F₅] and C₆F₅Br react with elemental In in polyethers or THF to give spectroscopic evidence for compounds In^IIR_fX (X = I, Br). All isolation attempts led to decomposition into In^III(R_f)₂I and In^II. In contrast, the reaction of In, 0.5Br₂ and C₆F₅Br in THF selectively and quant. yielded In(C₆F₅)Br₂¡¤2THF which was structurally characterized. The reaction of In(C₆F₅)Br₂¡¤2THF and acetylacetone (Hacac) quant. gave the distorted octahedral mol. In(acac)Br₂¡¤2THF. Perfluoroorganosilver(I) compounds Ag(R_f) (R_f = CF₃, C₆F₅) are conveniently and selectively prepared from AgF and Me₃SiR_f in several nitrile solvents. [PNP][Ag^I(CF₃)₂] ([PNP] = bis(triphenylphosphoranyliden)ammonium) is isolated from the reaction mixture after addition of one equivalent of [PNP]Cl. Using excess of [PNP]Cl, [PNP][Ag^I(CF₃)Cl] is formed which was characterized by single crystal structure anal. Besides its properties as a nucleophilic perfluoroorganylating reagent, AgR_f exhibits to be an excellent oxidative perfluoroorganylation reagent in reactions with various elements of groups 12-16 to give the corresponding perfluoroorgano element compounds in moderate to excellent yields leaving elemental Ag.

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 C65H82N2O18S2, Recommanded Product: Trimethyl(perfluorophenyl)silane.

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

Larson, Gerald L. published the artcileSilicon-based formation of carbon-carbon bonds, Name: Trimethyl(perfluorophenyl)silane, the publication is PharmaChem (2010), 9(9/10), 26-29, database is CAplus.

A review. Topics thus discussed included 1,2-addition of organosilanes to aldehydes and ketones, 1,4-addition of organosilanes to aldehydes and ketones, enantioselective 1,2-addition of organosilanes to enones, reaction of organosilanes with other sp₃ systems.

PharmaChem 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, Name: Trimethyl(perfluorophenyl)silane.

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

Choi, Zel-Ho published the artcileSynthesis and properties of anionic tetrakis(pentafluorophenyl)indium(III) complexes, Computed Properties of 1206-46-8, the publication is Journal of the Korean Chemical Society (1999), 43(1), 52-57, database is CAplus.

The anionic complexes, [In(C₆F₅)₄]^–, which are thermal and moisture sensitive, have been prepared by the reaction of In(C₆F₅)₃¡¤D (D = MeCN, Et₂O) with the system Me₃SiC₆F₅/CsF, C₆F₅MgBr or Cd(C₆F₅)₂. The stable anionic indium(III) complexes are obtained through cation exchange with PNPCl ([PNP] = bis(triphenylphosphino)ammonium). The pure substance is obtained by column chromatog. These new anionic complexes are unambiguously identified by NMR-spectroscopy, IR spectroscopy, mol. weight, DTA/TG and elemental anal.

Journal of the Korean Chemical Society 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, Computed Properties of 1206-46-8.

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

Bardin, V. V. published the artcileReactions of polyfluoroaromatic compounds with electrophilic agents in the presence of tris(dialkylamino)phosphine. 6. Reactions of halotetrafluorobenzenes, RC₆F₄X (X = Cl, Br, I) with chlorotrimethylsilane, Quality Control of 1206-46-8, the publication is Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya) (1997), 46(4), 780-785, database is CAplus.

The rate of replacement of the halogen atom in isomers of RC₆F₄X (X = Cl, Br, I) by the SiMe₃ group under the action of Me₃SiCl and P(NEt₂)₃ depends on the nature and the mutual arrangement of the substituents X and R. In addition to silyldehalogenation, compounds C₆HF₄X (X = Br, I) undergo silyldeprotonation and reduction to tetrafluorobenzenes.

Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya) 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, Quality Control of 1206-46-8.

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

Xie, Qiqiang published the artcileControllable double CF₂-insertion into sp² C-Cu bond using TMSCF₃: a facile access to tetrafluoroethylene-bridged structures, Formula: C9H9F5Si, the publication is Chemical Science (2020), 11(1), 276-280, database is CAplus and MEDLINE.

A highly efficient method for controllable double CF2-insertion into pentafluorophenylcopper species using TMSCF₃ as difluoromethylene source had been developed. The newly generated fluoroalkylcopper(I) species, C₆F₅CF₂CF₃Cu, showed good reactivity toward a myriad of structurally diverse aryl, heteroaryl and alkenyl iodides. This protocol was easy to handle, ready to scale up and applicable for the synthesis of relative complex mols., thus providing a convenient method for facile access to tetrafluoroethylene-bridged structures C₆F₅CF₂CF₂R [R = 2-thienyl, Ph, 4-NCC₆H₄, etc.].

Chemical Science 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 C26H26N4O7, Formula: C9H9F5Si.

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

Zhang, Jingjing published the artcileDiazaphospholene-Catalyzed Hydrodefluorination of Polyfluoroarenes with Phenylsilane via Concerted Nucleophilic Aromatic Substitution, Category: catalysis-chemistry, the publication is Journal of Organic Chemistry (2022), 87(1), 294-300, database is CAplus and MEDLINE.

The metal-free catalytic C-F bond activation of polyfluoroarenes was achieved with diazaphospholene as the catalyst and phenylsilane as the terminal reductant. D. functional theory calculations suggested a concerted nucleophilic aromatic substitution mechanism.

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 C10H10O2, Category: catalysis-chemistry.

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

Chen, Jianguo published the artcileSynthesis of Cyclic Ethers with Fluorinated Side Chains, Computed Properties of 1206-46-8, the publication is Inorganic Chemistry (1996), 35(6), 1590-601, database is CAplus and MEDLINE.

Di-tert-Bu peroxide initiated free radical addition of THF to various fluorinated alkenes (CF₂:CH₂, CF₂:CFH, CH₂:CHCF₃, CF₂:CFCF₃, CF₂:CFC₅F₁₁, CF₂:CFOCF₂CF(CF₃)OCF₂CF₂SO₂F) gives either bidirectional addition products 2-R-THF (R = CF₂CH₃ (1), CH₂CHF₂ (2), CF₂CH₂F (3), and CFHCHF₂ (4)) or unidirectional products (R = CH₂CH₂CF₃ (5), CF₂CHFCF₃ (6), CF₂CHFC₅F₁₁ (7), and CF₂CHFOCF₂CF(CF₃)OCF₂CF₂SO₂F (8)) depending on the structure of the alkene. Reaction of dioxane with CF₂:CFOCF₂CF(CF₃)OCF₂CF₂SO₂F gives a single product 2-R-dioxane, R = CF₂CHFOCF₂CF(CF₃)OCF₂CF₂SO₂F (9). In the case of hexafluoropropene or perfluoroallylbenzene, reaction with an excess of THF gives only the monosubstituted products 2-R-THF (R = CF₂CHFCF₃ (6) and CF₂CFHCF₂C₆F₅ (11)) resp. When THF is reacted with a 3:1 M excess of the same two perfluoroalkenes, the disubstituted products 2,5-R₂-THF (R = CF₂CHFCF₃ (10) and CF₂CFHCF₂C₆F₅ (12)) are formed resp. When 18-crown-6 is reacted in the same way with fluoroalkenes in a 1:1 molar ratio, the monosubstituted products 18-crown-6-CH₂CH₂CF₃ (13), 18-crown-6-CF₂CHFCF₃ (14), 18-crown-6-CF₂CFHCF₂C₆F₅ (15), and 18-crown-6-CF₂CHFOCF₂CF(CF₃)OCF₂CF₂SO₂F (16) were obtained. Polyfluorinated 18-crown-6 products containing three and two polyfluroalkyl/aryl groups were prepared when 18-crown-6 is reacted with a 3:1 M excess of perfluoropropene and perfluoroallylbenzene to give 18-crown-6-(CF₂CHFCF₃)₃ (17) and 18-crown-6-(CF₂CFHCF₂C₆F₅)₂ (18), resp. (Pentafluorophenoxy)trimethylsilane reacts with 11 in the presence of a catalytic amount of CsF to give compound 2-R-THF, R = CF₂CFHCF₂C₆F₄OC₆F₅ (19). Two mols. of 11 are bridged by reaction with Me₃SiOCH₂CF₂CF₂CH₂OSiMe₃ to give THF-CF₂CFHCF₂C₆F₄OCH₂CF₂CF₂CH₂OC₆F₄CF₂CHFCF₂-THF (20), while 12 forms the macroheterocycle 2,5-R’-THF, R’ = -CF₂CFHCF₂C₆F₄OCH₂CF₂CF₂CH₂OC₆F₄CF₂CFHCF₂– (21) under similar reaction conditions. The La triflate complexes of 18-crown-6 (22) and 18-crown-6(CF₂CFHCF₃) (23) were prepared and the structures were obtained via single-crystal x-ray anal. Although crystals suitable for single-crystal x-ray anal. could not be formed, La triflate complexes were formed with polyfluorinated ethers 15 and 16 to give the fluorinated complexes La(OSO₂CF₃)₃(18-crown-6-CF₂CFHCF₂C₆F₅)(H₂O) (24) and [La(18-crown-6-CF₂CFHOCF₂C(CF₃)FOCF₂CF₂SO₂F)]³⁺[CF₃SO₃^–]₃ (25) resp. The acid salt La[N(SO₂CF₃)₂]₃ (26) was also prepared and characterized, and reacted with dibenzo-18-crown-6 to give the complex dibenzo-18-crown-6-La[N(SO₂CF₃)₂]₃ (27).

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, Computed Properties of 1206-46-8.

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

Saidalimu, Ibrayim published the artcileThe CF₃-DAST-induced deacylative trifluoromethylthiolation of cyclic 1,3-diketones/lactams/lactones and its extension to deacylative pentafluorophenylthiolation, COA of Formula: C9H9F5Si, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(63), 8761-8764, database is CAplus and MEDLINE.

A trifluoromethyl analog of diethylaminosulfur trifluoride (CF₃-DAST)-induced deacylative trifluoromethylthiolation of cyclic 1,3-diketones, lactams, and lactones that provide cyclic ¦Á-trifluoromethylthioketones, lactams, and lactones is reported. To the best of knowledge, this method represents the first example of the trifluoromethylthiolation of lactams. A corresponding deacylative pentafluorophenylthiolation using a pentafluorophenyl analog of diethylaminosulfur trifluoride (C₆F₅-DAST) was also attempted.

Chemical Communications (Cambridge, United Kingdom) 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, COA of Formula: C9H9F5Si.

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

Makino, Takeshi published the artcileConcise synthesis of diborylxanthenes, Recommanded Product: Trimethyl(perfluorophenyl)silane, the publication is Synthesis (2008), 859-864, database is CAplus.

A simple and efficient synthesis of bidentate diborylxanthene derivatives is described involving cross-coupling and ipso-substitution reactions. E.g., silylation of dimethylxanthene (I; X = H) by sequential treatment with BuLi/TMEDA and Me₃SiCl gave 86% I (X = SiMe₃), which upon treatment with BBr₃ and then with H₂O gave 96% I [X = B(OH)₂].

Synthesis 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, Recommanded Product: Trimethyl(perfluorophenyl)silane.

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

Du, Guang-Fen published the artcileN-heterocyclic carbene-catalyzed pentafluorophenylation of aldehydes, Name: Trimethyl(perfluorophenyl)silane, the publication is RSC Advances (2015), 5(45), 35513-35517, database is CAplus.

The use of N-heterocyclic carbenes as highly efficient organocatalysts to catalyze multifluorophenylation of aldehydes with pentafluorophenyltrimethylsilane or bis(trimethylsilyl)tetrafluorobenzene to afford the corresponding fluorinated adducts in 49-99% yields was reported.

RSC Advances 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, Name: Trimethyl(perfluorophenyl)silane.

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