- On the relative power of electrophilic fluorinating reagents of the N-F class
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Electrochemical measurements have been employed as a measure of the relative chemical reactivity of a series of N-F class electrophilic fluorinating reagents.A correlation has been found between the potential for the first one-electron reduction of the reagents and their observed reactivity in synthetic fluorination reactions.Comparative electrochemical data in acetonitrile and dimethylformamide are reported.
- Gilicinski, Andrew G.,Pez, Guido P.,Syvret, Robert G.,Lal, Sankar
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- 1-Alkyl-4-fluoro-1,4-diazoniabicyclooctane Salts: a Novel Family of Electrophilic Fluorinating Agents
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Members of a new series of solid, easily handled, storable, transportable, commercially viable, site-selective electrophilic fluorinating agents of the +N-F class (tradenamed Selectfluor reagents) have been synthesized via direct fluorination of monoquaternary salts of 1,4-diazabicyclooctane.
- Banks, R. Eric,Mohialdin-Khaffaf, Suad N.,Lai, G. Sankar,Sharif, Iqbal,Syvret, Robert G.
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- Reversible Thermal Dielectric Switch Triggered by Blooming-Flower Structural Phase Transition in Ionic Crystal without Metal
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Due to having excellent properties of sensitive switchable physical and/or chemical response, simple preparation, and environmentally friendly processing, bistable switches (electric switching between "on" and "off" bistable states) have gradually develop
- Zhang, Yu-Wei,Shi, Ping-Ping,Zhang, Wan-Ying,Ye, Qiong,Fu, Da-Wei
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- Preparation method for Selectfluor
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The invention relates to a preparation method for Selectfluor. At first, 1-chloromethyl-1,4-diazabicyclo octane tetrafluoroborate is dissolved in acetonitrile; then a reaction mixture is cooled to 0--5 DEG C through ice salt water; and boron trifluoride is injected, then F2/N2 mixed gas is injected to conduct fluorination, concentration and crystallization, filtration and drying are conducted after the fluorination, and the Selectfluor is obtained. According to the preparation method for the Selectfluor, sodium tetrafluoroborate in a traditional method does not need to be used while the boron trifluoride is used, reaction conditions are gentle, the single-batch production capacity is increased, the atom utilization rate is high, the yield is high, and the preparation method for the Selectfluor is suitable for industrialized production.
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Paragraph 0005; 0023
(2017/04/25)
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- N-halogeno compounds. Part 18. 1-Alkyl-4-fluoro-1,4-diazoniabicyclo [2.2.2] octane salts: User-friendly site-selective electrophilic fluorinating agents of the N-fluoroammonium class
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Methods of synthesis are described for a range of 1-alkyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts [R-N+(CH2CH2)3N+-F (X-)2, where R = CH3, CH2Cl, C2H5, CF3CH2, C8H17 and (X-)2 = (TfO-)2, (BF4-)2, (PF6-)2, (TfO-, BF4-), (TfO-, PF6-), (TfO-, FSO3-)] by direct fluorination (with neat F2 at ≤20 mmHg or F2-N2 blends at 1 atm pressure) of monoquaternary salts of 1,4-diazabicyclo[2.2.2]octane [R-+N(CH2CH2)3N X-] or their 1:1 adducts with boron trifluoride, phosphorus pentafluoride, or sulfur trioxide in acetonitrile at ca - 35°C. The results of site-selective electrophilic fluorination of diethyl sodio(phenyl)malonate [→ PhCF(CO2Et)2], 1-morpholinocyclohexene (→ 2-fluorocyclohexanone), phenol (→ 2- and 4-FC6H4OH), 1- and 2-hydroxynaphthalene (→ 2- and 4-FC10H6OH, and 1-FC10H6OH and 1,1-difluoro-2-oxo-1,2-dihydronaphthalene, respectively), acetanilide (→ 2- and 4-FC6H4NHCOCH3), anisole (→ 2- and 4-FC6H4OCH3) and sodium benzenesulfinate (→ PhSO2F) with these N-fluoroammonium salts are presented.
- Banks, R. Eric,Besheesh, Mohamed K.,Mohialdin-Khaffaf, Suad N.,Sharif, Iqbal
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p. 2069 - 2076
(2007/10/03)
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- Fluorinated diazabicycloalkane derivatives
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Fluorinated diazabicycloalkane derivative of the following Formula I: STR1 wherein n represents 0, 1 or 2; R represents a quaternizing organic group; each R1, R2, R3, R4 and R5 independently represents hydrogen, C1 -C6 alkyl, aryl, C1 -C6 alkyl-substituted aryl or aryl-substituted C1 -C6 alkyl and each X- independently represents a conterion or 2X- represents a single divalent counterion, are electrophilic fluorinating agents.
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