The introduction of SCF3 into aromatic substrates using CuSCF3 and alumina-supported CuSCF3

Clark, James H.; Jones, Christopher A.; Kybett, A. P.; Mcclinton, M. A.; Miller, Jack M.; Bishop, David M.; Blade, R. J.

doi:10.1016/s0022-1139(00)80437-6

Cited by 87 publications

(21 citation statements)

References 13 publications

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“…1-(4-N,N-Diethyluminophenyle1hynyl We found that a reaction temperature of 100°C (lower than used previously) for 3 h gave much improved yields. Since the preparation of the reagent is either hazardous and inconvenient [36d] or very expensive [37], it is important to note that only 1.5 instead of 2 eq. per iodine atom to be replaced are necessary to effect the conversion.…”

Section: Methodsmentioning

confidence: 99%

Dipolar NLO‐phores with large off‐diagonal components of the second‐order polarizability tensor

et al. 1997

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Communications refractive index of calcium are not readily available, the values n = 0.5 and k = 2% independent of wavelength, were used. The values are typical for alkaline earth metals."41It should be pointed out that the PDDPT is particularly useful in the present results, since the index of refraction then varies across the polymer-1TO-Si02-glass structure as "low-high-low-high". On the other hand, for poly(pphenylenevinylene), which is probably the most studied EL polymer, the sequence would be "high-high-low-high", and the high degree of interference effects reported here are not expected to occur.The inherent optical properties of multilayer light-emitting devices based upon conjugated polymers may be utilized in designing a self-interference-filter type of lightemitting device with very narrow spectral output. This type of device does not rely upon the use of either a dielectric mirror or the presence of two metal (reflecting) electrodes, which serve to reduce light output. Consequently, unlike in the case of microcavity devices, the color selection is achieved through the selection of appropriate parameters of the LED elements, including thicknesses and refractive indices. In the present example, the use of regioregular poly(4,4'-didecyL2,2'-bithiophene) in connection with commercially available 1TO/Si02/glass substrates, results in an output band width of about 30 nm. These results demonstrate the importance of a global or "systems" approach to the design of polymer-based light-emitting devices, and that the single-polymer-layer concept is too simple for understanding the details of light emission in these devices.

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Section: Methodsmentioning

confidence: 99%

Dipolar NLO‐phores with large off‐diagonal components of the second‐order polarizability tensor

et al. 1997

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“…Moreover, aryl bis(trifluoromethyl sulfides) and even, in modest yield, aryl tris(trifluoromethyl sulfides) were accessible with the method reported. We would like to mention that a supported (trifluoromethylthio)copper reagent on alumina was developed to increase slightly the yields of the isolated products 54…”

Section: The Historical Background Of Trifluoromethylthiolationmentioning

confidence: 99%

Direct Trifluoromethylthiolation Reactions: The “Renaissance” of an Old Concept

2014

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Because of its high lipophilicity, the CF3S group has always interested chemists. However, strategies to introduce it into organic molecules have been, for the most part, reserved to specialized “fluorine chemists”. Recent published work has demystified these preconceived ideas by proposing new efficient methods or easy‐to‐handle reagents to enrich the toolbox of chemists. However, all these new concepts arise from the pioneering works of the past! In this review, we will do a “back to the future” by remembering the most significant results of the past and by presenting extensions and novelties of the present and for the future.

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“…[4] Direct trifluoromethylthiolation using CF 3 SH, CF 3 SCl, and CF 3 SSCF 3 has been reported in the literature. [5] Since they are highly reactive and hard-to-handle gaseous chemicals,aseries of CF 3 S-based reagents,i ncluding quaternary ammonium Me 4 NSCF 3 , [6] metallic CuSCF 3 and AgSCF 3 , [7] and the shelf-stable chemicals 1a-f,h ave been developed for trifluoromethylthiolation ( Figure 1). [8][9][10][11][12][13] However,t hey have to be prepared by trifluoromethylthiolation or trifluoromethylation reactions,and could be very expansive.In2009, the group of Magnier reported aCF 3 SO 2 K-initiated trifluoromethylation reaction.…”

mentioning

confidence: 99%

Direct Trifluoromethylthiolation and Perfluoroalkylthiolation of C(sp²)H Bonds with CF₃SO₂Na and R_fSO₂Na

Jiang

Qian

et al. 2015

Angewandte Chemie

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The introduction of SCF3 into aromatic substrates using CuSCF3 and alumina-supported CuSCF3

Cited by 87 publications

References 13 publications

Dipolar NLO‐phores with large off‐diagonal components of the second‐order polarizability tensor

Dipolar NLO‐phores with large off‐diagonal components of the second‐order polarizability tensor

Direct Trifluoromethylthiolation Reactions: The “Renaissance” of an Old Concept

Direct Trifluoromethylthiolation and Perfluoroalkylthiolation of C(sp²)H Bonds with CF₃SO₂Na and R_fSO₂Na

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The introduction of SCF3 into aromatic substrates using CuSCF3 and alumina-supported CuSCF3

Cited by 87 publications

References 13 publications

Dipolar NLO‐phores with large off‐diagonal components of the second‐order polarizability tensor

Dipolar NLO‐phores with large off‐diagonal components of the second‐order polarizability tensor

Direct Trifluoromethylthiolation Reactions: The “Renaissance” of an Old Concept

Direct Trifluoromethylthiolation and Perfluoroalkylthiolation of C(sp2)H Bonds with CF3SO2Na and RfSO2Na

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Direct Trifluoromethylthiolation and Perfluoroalkylthiolation of C(sp²)H Bonds with CF₃SO₂Na and R_fSO₂Na