Category: 1206-46-8

Babadzhanova, Lesya A. published the artcileThe synthesis of salts and esters of perfluorinated dithio- and thiocarboxylic acids from carbon disulfide and carbonyl sulfide reacting with R_FSiMe₃/F^–, Application In Synthesis of 1206-46-8, the publication is Journal of Fluorine Chemistry (2004), 125(7), 1095-1098, database is CAplus.

Trimethyl(perfluoroalkyl)silanes react with carbonyl sulfide and carbon disulfide in the presence of fluoride ion to give salts and, after alkylation of the latter, esters of the corresponding perfluorinated thio- and dithiocarboxylic acids. Thus, reaction of Me₃SiCF₃ with [Me₄N]F and CS₂ in monoglyme at -60¡ã gave 98% tetramethylammonium trifluorodithioacetate which on alkylation with BuI in MeCN gave 95% Bu trifluorodithioacetate.

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, Application In Synthesis of 1206-46-8.

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

Holfter, Hagen published the artcileInsertion of ¦Ã-SO₃ into Perfluoroalkyl- and Polyfluoroalkoxysilanes, Recommanded Product: Trimethyl(perfluorophenyl)silane, the publication is Inorganic Chemistry (1994), 33(26), 6369-72, database is CAplus.

The reactions of ¦Ã-SO₃ with the silanes R_fSi(CH₃)₃ [R_f = CF₃ (1), C₆F₅ (2), CF₂:CF (3), CF₂:CFCH₂CH₂ (8)], and R_fSi(n-C₃H₇)₃ [R_f = CF₂:CF (7), CF₂:CFCH₂CH₂ (9)] are reported. Several of the expected silyl sulfonates R_fSO₂OSi(CH₃)₃ [R_f = CF₃ (4), C₆F₅ (5), CF₂:CF (6)] are isolated. The polyfluoroalkenyltin compound CF₂:CFCH₂CH₂Sn(CH₃)₃ (10) is prepared, and also reacted with ¦Ã-SO₃; however, the tin sulfonate does not form. With fluorinated siloxanes R_fOSi(CH₃)₃ [R_f = (CF₃)₂CH (11), (CF₃)₂C(CH₃) (12), (CF₃)₂C(C₆H₅) (13), CF₃CH₂ (14), (CF₃)₃C (15), CH₂CF₂ (16)] reactions with ¦Ã-SO₃ give the resp. silyl sulfate esters R_fOSO₂OSi(CH₃)₃ in yields up to 85%. The acids CF₂:CFSO₃H (25) and (HO₃SOCH₂CF₂)₂ (26) are easily obtained by the hydrolysis of 6 and 22, resp. The compounds prepared in this study are characterized by ¹H, ¹⁹F and ²⁹Si NMR, IR and mass spectrometry.

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, Recommanded Product: Trimethyl(perfluorophenyl)silane.

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

Patel, Nimesh R. published the artcileSilylated compounds as transfer reagents with active carbon-chlorine, carbon-fluorine or sulfur-fluorine bonds, Computed Properties of 1206-46-8, the publication is Inorganic Chemistry (1993), 32(22), 4802-6, database is CAplus.

Photolytic insertion of R_fCú·N or ClCú·N into the nitrogen-chlorine bond of (CF₃)₂NCl occurs readily to form (CF₃)₂NN:C(R_f)Cl [R_f = CF₃ (2), C₂F₅ (3)] or (CF₃)₂NN:CCl₂. Reactions of CF₃N(C₂F₅)N:C(CF₃)Cl, 2, or 3 with C₆F₅SiMe₃ in the presence of CsF at 25¡ã result in CF₃(R_f)NN:C(R_f‘)C₆F₅ (R_f, R_f‘ = CF₃, C₂F₅). Analogously, the silylated reagents C₆F₅SiMe₃, Me₂NSiMe₃, and CF₃SiMe₃ easily displace chlorine as Me₃SiCl from SF₅N:C(C₂F₅)Cl to form SF₅N:C(C₂F₅)X (X = C₆F₅, NMe₂, CF₃). The pentafluorophenyl moiety is also readily introduced into (CF₃)₂NCF₂N:C(F)OC(CF₃)₂CH₃ and (CF₃)₂NN:C(Cl)F by metathesis with C₆F₅SiMe₃ to give (CF₃)₂NCF₂N:C(C₆F₅)OC(CF₃)₂CH₃ and (CF₃)₂NN:C(C₆F₅)N(CF₃)₂, resp. Under similar mild conditions, CF₃N:SF₂ forms CF₃N:S(R_f)₂ [R_f = CF₃ (17), C₆F₅] with CF₃SiMe₃ and C₆F₅SiMe₃. With ClF, 17 is oxidatively fluorinated to cis and trans-(CF₃)₂SF₄. The nitriles (CF₃)₂NCN and C₂F₅CN readily insert into the sulfur-chlorine bond of CF₃SCl to give (CF₃)₂NC(Cl):NSCF₃ and C₂F₅C(Cl):NSF₃. With SF₅Cl, (CF₃)₂NCN forms (CF₃)₂NC(Cl):NSF₅.

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

Patel, Nimesh R. published the artcileTrifluoromethylation and pentafluorophenylation of sulfur and carbon centers using (trifluoromethyl)- and (pentafluorophenyl)trimethylsilane, SDS of cas: 1206-46-8, the publication is Inorganic Chemistry (1992), 31(12), 2537-40, database is CAplus.

Trifluoromethyl and pentafluoromethyl moieties are easily transferred to a variety of fluorinated inorganic and organic sulfur and carbon centers by using (trifluoromethyl)trimethylsilane and (pentafluorophenyl)trimethylsilane in the presence of catalytic amounts of fluoride ion. This method is readily applied to the simple, efficient preparation of known, previously difficult to obtain mols., as well as a number of new perfluoroalkyl and perfluoroaryl sulfuranes, sulfoxides, ketones, esters, and alcs. In addition, the first stable oxysulfurane containing more than two sulfur-carbon bonds, Me₂CF₃SOSiMe₃, has been prepared

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, SDS of cas: 1206-46-8.

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

Elsby, Matthew R. published the artcileNickel-Catalyzed C-H Silylation of Arenes with Vinylsilanes: Rapid and Reversible ¦Â-Si Elimination, Recommanded Product: Trimethyl(perfluorophenyl)silane, the publication is Journal of the American Chemical Society (2017), 139(27), 9401-9407, database is CAplus and MEDLINE.

The reaction of C₆F₅H and H₂C:CHSiMe₃ with catalytic [ⁱPr₂Im]Ni(¦Ç²-H₂C:CHSiMe₃)₂ (1b) exclusively forms the C-H silylation product C₆F₅SiMe₃ with ethylene as a byproduct ([ⁱPr₂Im] = 1,3-di(isopropyl)imidazole-2-ylidene). Catalytic C-H bond silylation is facile with partially fluorinated aromatic substrates containing two ortho F substituents adjacent to the C-H bond and 1,2,3,4-tetrafluorobenzene. Less fluorinated substrates react slower. Under the same reaction conditions, catalytic [IPr]Ni(¦Ç²-H₂C:CHSiMe₃)₂ (1a) ([IPr] = 1,3-bis[2,6-diisopropylphenyl]-1,3-dihydro-2H-imidazol-2-ylidene) provided only the alkene hydroarylation product C₆F₅CH₂CH₂SiMe₃. Mechanistic studies reveal that the C-H activation and ¦Â-Si elimination steps are reversible under catalytic conditions with both catalysts 1a and 1b. With catalytic 1a, reversible ethylene loss after ¦Â-Si elimination was also observed despite its inability to catalyze C-H silylation; the reductive elimination step to form the silylation product is much slower than reductive elimination to form the alkene hydroarylation product. Reversible ethylene loss was not observed with 1b, which suggests that the rate-limiting step in the reaction is neither C-H activation nor ¦Â-Si elimination but either ethylene loss or reductive elimination of cis-disposed aryl and SiMe₃ moieties.

Journal of the American 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, Recommanded Product: Trimethyl(perfluorophenyl)silane.

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

Bernardi, Luca published the artcileOrganocatalytic trifluoromethylation of imines using phase-transfer catalysis with phenoxides. A general platform for catalytic additions of organosilanes to imines, Recommanded Product: Trimethyl(perfluorophenyl)silane, the publication is Chemical Communications (Cambridge, United Kingdom) (2012), 48(10), 1428-1430, database is CAplus and MEDLINE.

A new approach to additions of silicon nucleophiles to imines was developed. E.g., in presence of TBAB and PhONa, reaction of TMSCF₃ and PhCH:NTs gave 97% PhCH(CF₃)NHTs. The method is based on the phase-transfer of phenoxides by ammonium catalysts, overcoming the inability of amide adducts in promoting the reactions.

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, Recommanded Product: Trimethyl(perfluorophenyl)silane.

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

Bock, Harald published the artcileStructure of bis(pentafluorophenyl)xenon, Xe(C₆F₅)₂, Synthetic Route of 1206-46-8, the publication is Angewandte Chemie, International Edition (2002), 41(3), 448-450, database is CAplus and MEDLINE.

Reaction of Me₃SiC₆F₅ with XeF₂ in CH₂Cl₂ gave Xe(C₆F₅)₂ (1). The x-ray crystal structure of 1 was determined The exptl. results are supported by MP2 and DFT (B3LYP) calculations

Angewandte Chemie, International Edition 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

Nishida, Masakazu published the artcileFormation of perfluorinated polyphenylenes by multiple pentafluorophenylation using C₆F₅Si(CH₃)₃, Synthetic Route of 1206-46-8, the publication is Journal of Fluorine Chemistry (2010), 131(12), 1314-1321, database is CAplus.

Pentafluorophenylation of perfluoroarenes with C₆F₅Si(CH₃)₃ was investigated by using NMR and MALDI-TOF-MS techniques. Successive multiple pentafluorophenylation easily occurred not only on the para-position but also on the ortho-positions to provide perfluorinated p-phenylene and m-phenylene compounds The perfluoroarenes having electron-withdrawing substituents provided oligo- to poly-(phenylene)s depending on the added amounts of C₆F₅Si(CH₃)₃, while the perfluoroarenes having electron-donor substituents gave H(C₆F₄)_nF polymers produced from C₆F₅H, which was the decomposed product of C₆F₅Si(CH₃)₃.

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

Dahiya, Amit published the artcileGold-Catalyzed Chemoselective Couplings of Polyfluoroarenes with Aryl Germanes and Downstream Diversification, Application In Synthesis of 1206-46-8, the publication is Journal of the American Chemical Society (2020), 142(17), 7754-7759, database is CAplus and MEDLINE.

This report describes the chemoselective coupling of polyfluoroarenes with aryl germanes in the presence of aromatic C-I, C-Br, C-Cl, C-OTf, and C-SiMe₃ groups, as well as demonstrates the further downstream diversification to give richly functionalized and highly fluorinated polyarenes. The strategy relies on an in situ Umpolung of the F_nArH, followed by selective Au^(I)/Au^(III)-catalyzed coupling with electron-poor or -rich aryl germanes, even in the presence of challenging ortho-substituents, and widens the currently available coupling space in oxidative gold catalysis to previously inaccessible electron-poor/electron-poor biaryls.

Journal of the American 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, Application In Synthesis of 1206-46-8.

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

Frohn, H.-J. published the artcile(Fluoroorgano)fluoroboranes and -fluoroborates. I. Synthesis and spectroscopic characterization of potassium fluoroaryltrifluoroborates and fluoroaryldifluoroboranes, Application In Synthesis of 1206-46-8, the publication is Journal of Organometallic Chemistry (2000), 598(1), 127-135, database is CAplus.

A convenient preparation of K[ArBF₃] (Ar = 2-C₆H₄F, 3-C₆H₄F, 4-C₆H₄F, 2,6-C₆H₃F₂, 3,5-C₆H₃F₂, 2,4,6-C₆H₂F₃, 3,4,5-C₆H₂F₃, 2,3,4,5-C₆HF₄, C₆F₅) is offered and the IR and multinuclear NMR spectra of these salts are reported. Treatment of the trifluoroborate salts with BF₃ in chlorocarbon solvents provides an easy synthetic route to the corresponding aryldifluoroboranes ArBF₂. The multinuclear NMR spectra of ArBF₂ are presented. The electron substituent effect of the [-BF₃]^–-group shows this substituent as one of the strongest ¦Ò-electron donors, while its ¦Ð-electron influence is negligible (¦Ò_I = -0.32, ¦Ò_R = -0.07).

Journal of Organometallic 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, Application In Synthesis of 1206-46-8.

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