Heavy silylchalcogenido lanthanates synthesis Ph4P[Cp3La–ESiMe3] (E = S, Se, and Te) via fluoride-induced demethylation of dimethylcarbonate to Ph4P[OCO2Me] key intermediate

Guschlbauer, Jannick; Vollgraff, Tobias; Xie, Xiulan; Fetoh, Ahmed

doi:10.1039/d1dt02000e

Cited by 2 publications

(2 citation statements)

References 52 publications

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“…When investigating N-heterocyclic thiols, we could obtain SF5−quinoline 37 and several 2-SF5 pyridine derivatives (38−41) in good to excellent yields. With increasing electrondeficiency (41,42) we detected an increasing amount of 2-fluorination instead of pentafluorosulfanylation, which we account to a nucleophilic aromatic substitution (SNAr) side reactions. To obtain compounds with multiple SF5 groups, we tested several aryl di-or tri-thiols and obtained the bis-and tris-pentafluorosulfanylated product (43)(44)(45)(46)(47)49) in good to excellent yields.…”

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confidence: 73%

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Straightforward Pentafluorosulfanylation for Molecular Design

Gatzenmeier

Liu

Akamatsu

et al. 2023

Preprint

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Pentafluorosulfanylation is a powerful boost of molecular properties for many applications. In order to leverage its full potential, a direct and high-yielding synthetic strategy is in great demand. We report here how the discovery of a direct pentafluorosulfanylation of thiolated arenes led to a generalized synthetic approach toward aryl– and heteroaryl pentafluorosulfanyl (SF5) compounds from various common building blocks. The combination of onium halides with silver(II) fluoride (AgF2) provided drastically enhanced oxidative fluorination conditions that enabled the single-step conversion of various thiophenol derivatives to SF5-compounds in high yields and broad scope. The particularly high reaction rate is accounted to an onium fluoroargentate(II)-mediated fluorination mechanism. The recycling potential of inorganic silver byproducts furthermore offers an avenue into industrial-scale production.

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Section: Main Textmentioning

confidence: 73%

“…4A-i). Furthermore, testing various tetraalkylammonium or phosphonium salts showed that besides the corresponding chlorides and bromides, also bench-stable tetraphenylfluorophosphane (PPh4F) (41) was effective (Fig. 4A-ii).…”

Section: Main Textmentioning

confidence: 99%

Straightforward Pentafluorosulfanylation for Molecular Design

Gatzenmeier

Liu

Akamatsu

et al. 2023

Preprint

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Effect of lanthanum substrates on the structural, optical and electrical properties of copper selenide thin films designed for 5G technologies

Qasrawi

Ghannam

2021

Opt Quant Electron

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In this work, copper selenide thin films coated onto glass and transparent lanthanum substrates are studied. The (glass, La)/CuSe thin films which are prepared by the thermal evaporation technique under a vacuum pressure of 10 -5 mbar are structurally, morphologically, optically, dielectrically and electrically characterized. Lanthanum substrates improved the crystallinity by increasing the crystallite size and decreasing both of the microstrains and defect density of copper selenide. La substrates redshifts the energy band gap and doubled the dielectric constant values. In addition, employing Drude-Lorentz approaches for optical conduction to fit the dielectric constant provided information about the effects of La substrates on the drift mobility, plasmon frequency, free carrier density and scattering times at femtosecond level. The drift mobility increased and the plasmon frequency range is modified when La substrates are used. Verifying impedance spectroscopy test in the microwave frequency domain have shown that the La(gate)/CuSe/Ag (source) transistors can be employed as band pass filter suitable for 5G technologies. The microwave cutoff frequency reached ~5.0 GHz at a notch frequency of 2.80 GHz of the La/CuSe/Ag highpass filters.

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Heavy silylchalcogenido lanthanates synthesis Ph₄P[Cp₃La–ESiMe₃] (E = S, Se, and Te) via fluoride-induced demethylation of dimethylcarbonate to Ph₄P[OCO₂Me] key intermediate

Abstract: We report a new high-yield synthesis of so far not accessible tetraphenylphosphonium methylcarbonate Ph4P[OCO2Me] via solvothermal fluoride-induced demethylation and MeF elimination at Me2CO3 (DMC) by Ph4P-F, XRD structurally characterized as...

Cited by 2 publications

References 52 publications

Straightforward Pentafluorosulfanylation for Molecular Design

Straightforward Pentafluorosulfanylation for Molecular Design

Effect of lanthanum substrates on the structural, optical and electrical properties of copper selenide thin films designed for 5G technologies

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