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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 116 (1983), S. 724-731 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: N,N′-Dihalogenoethanediirnidoyl DifluoridesThe title compounds XN=CF—CF=NX (13, 14, X = Cl, Br) are prepared in a simple way from the three components (CN)2, X2, and HgF2. The N-halogenated amino- or iminoperfluoroethanes Cl2N—CF2—CF2—NCl2 (11), ClN=CF—CF2—NCl2 (12), BrN=CF—CF2—NBr2 (15) and Br2N—CF2—CF2—NBr2 (16) were identified as further products. The structure of 14 was determined from single-crystal X-ray data.
    Notes: Die Titelverbindungen XN=CF—CF=NX (13, 14, X = Cl, Br) lassen sich in einfacher Weise aus den drei Komponenten Dicyan, X2 und HgF2 gewinnen. Als weitere Produkte konnten die N-halogenierten Amino- bzw. Iminoperfluorethane Cl2N—CF2—CF2—NCl2 (11), ClN=CF-CF2—NCl2 (12), BrN=CF—CF2—NBr2 (15) und Br2N—CF2—CF2—NBr2 (16) nachgewiesen werden. Aus Einkristall-Röntgenbeugungsdaten wurde die Struktur von 14 bestimmt.
    Additional Material: 2 Tab.
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 118 (1985), S. 4459-4472 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis and Properties of N,N-Dihalo-1,1-difluoroamines R—CF2—NXX′The nitriles X—CN (1a-4a, X = Cl, CF3, CCl3, CH3) react with chlorine and bromine to form N,N-dihalo-1,1-difluoroamines R—CF2—NX2 (R = F, CF3, CCl3, CH3; 1d-4d: X = Cl; 1e-4e: X = Br) in high yields. Routes are shown for the synthesis of bromochloroamines RCF2NBrCl (1g-4g), which could not be isolated in pure state. For the ethyl derivatives the imines R—CF = NX (2b-4b: X = Cl; 2c-4c: X = Br) were obtained in good yields by using the appropriate stoichiometry. Both thermolysis and photolysis of the amines give the diazenes (R—CF2—N=)2 (1f-4f).
    Notes: Aus der Umsetzung der Nitrile X—CN (1a-4a, X = Cl, CF3, CCl3, CH3) mit Chlor und Brom lassen sich die N,N-Dihalogen-1,1-difluoramine R—CF2—NX2 (R = F, CF3, CCl3, CH3; 1d-4d: X = Cl, 1e-4e: X = Br) in hohen Ausbeuten darstellen. Synthesewege zu den nicht in reiner Form isolierten Bromchloraminen RCF2NBrCl (1g-4g) werden aufgezeigt. Im Falle der Ethylverbindungen lassen sich durch Wahl der Stöchiometrie die Imine RCF = NX (2b-4b: X = Cl; 2c-4c: X = Br) erzeugen. Sowohl Thermolyse als auch Photolyse der Amine führt zu den Diazenen (R-CF2-N=)2 (1f-4f).
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 116 (1983), S. 1674-1677 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Bis[bis(pentafluoro-λ6-sulfanyl)amino]mercury, Hg[N(SF5)2]2From the neat reaction of SF5NSF4 (1) and HgF2 at 20-60°C Hg[N(SF5)2]2 (8) was obtained in 50% yield. By 8 transfer of the bis(pentafluoro-λ6-sulfanyl)amino group is possible, from CH3I and CF3)SCl CH3N(SF5)2 (11) and CF3S—N(SF5)2 (12) were synthesized. A short comparison of the (SF5)2N with the (CF3)2N group is given.
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  • 4
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 118 (1985), S. 4997-5005 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fluorine-Halogen Exchange at 2,2,4,4-Tetrafluoro-1,3-dithietaneFrom the title compound C2F4S2 (2) and Lewis acids MF5 (M = As, Sb) stable 2,4,4-tri-fluoro-1,3-dithietan-2-ylium salts 6a, b are formed. Additions of halogen ions (Cl-, Br-, I-) to 6a, b yield the corresponding 2,2,4-trifluoro-4-halo-1,3-dithietanes 3, 8, and 9. The also stable 2-chloro-4,4-difluoro-1,3-dithietan-2-ylium salt C2ClF2S2+ SbF6- (7b) adds Cl- or Br- to form C2Cl2F2S2 (4) and C2BrClF2S2 (10), respectively. The 2-bromo-4,4-difluoro-1,3-dithietan-2-yl cation is the likely intermediate for the formation of C2Br2F2S2 (11).
    Notes: Aus der Titelverbindung C2F4S2 (2) können mit Lewis-Säuren MF5 (M = As, Sb) stabile 2,4,4-Trifluor-1,3-dithietan-2-ylium-Salze 6a, b erhalten werden. Durch Halogenid-Ionen-Addition (Cl-, Br-, I-) an 6a, b werden die entsprechenden 2,2,4-Trifluor-4-halogen-1,3-dithietane 3, 8, 9 dargestellt. Das ebenfalls stabile 2-Chlor-4,4-difluor-1,3-dithietan-2-ylium-Salz C2ClF2S2+ SbF6- (7b) führt durch Addition von Cl- und Br- zu den Verbindungen C2Cl2F2S2 (4) und C2BrClF2S2 (10). Das 2-Brom-4,4-difluor-1,3-dithietan-2-yl-Kation ist wahrscheinlich Zwischenprodukt bei der Bildung von C2Br2F2S2 (11).
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  • 5
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 118 (1985), S. 5006-5008 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Crystal Structure of 2,4,4-Trifluoro-1,3-dithietan-2-ylium HexafluoroarsenateCrystals of [F2CS2CF]⊕ [AsF6]⊖ are orthorhombic, space group Pmmn, with a = 764.9(1), b = 831.7(1), c = 690.3(1) pm. The cation possesses mm symmetry and does not show any short intermolecular interactions. The C—F and C—S bonds to the cationic carbon are significantly shorter than the other C—F and C—S bonds. The anion exhibits twofold disorder.
    Additional Material: 1 Ill.
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  • 6
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 123 (1990), S. 1635-1640 
    ISSN: 0009-2940
    Keywords: 1,3-Dithietane derivatives ; Carbenium ions ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Syntheses with 2,4,4Trifluoro-1,3-dithietan-2-ylium HexafluoroarsenateThe 2-bromo and 2-iodo cations -X (X=Br, I) are prepared as stable salts 3a and 4a from the title compound -F AsF-6 (1a). Salt 1a reacts with BaCS3 to yield the new cyclic thiocarbonyl compound (5). Alkylation of 5 with CF3F/AsF5 produces the trithiocarbenium salt -SCH3 AsF-6 (5a). Difluorothiophosgene (7) and its trimer (F3CS)2C=S (8) add to the cation of 1a to form -SCF3 AsF-6 (10a), the perfluorinated analog of 5a. The cation of 10a unlike 5a adds a fluoride ion to give -SCF3 (10), a new isomer of 8.
    Additional Material: 1 Ill.
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  • 7
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 1353-1356 
    ISSN: 0009-2940
    Keywords: Difluoromethane, bis(trifluoro-α4-sulfanyl), bis(halosulfinyl) ; Bis(sulfinamides) ; 1α4,3α4,2-Dithiazetidines ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis and Reactions of Bis(fluorosulfinyl)difluoromethane, F2C(SOF)2From F2C(SF3)2 (1) and AsF5 the thermally labile monosulfonium salt F3SCF2SF2+ AsF6- (2) is prepared in SO2 as a solvent, while under the same conditions the corresponding tetrafluoroborate is solvolyzed to give an isomeric mixture of F2C(SOF)2 (5a,b). In the reaction of 5a,b with N-silylated amines F2C[S(O)NMe2]2 (7a,b), (8a,b), and (9a,b) are formed. The structure of the cis derivative 8b has been determined by X-ray diffraction. From 5a,b and HCl the rather unstable F2C[S(O)Cl]2 (10a,b) is obtained, which is hydrolyzed to F2C[S(O)OH]2 (11a,b).
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  • 8
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 128 (1995), S. 429-433 
    ISSN: 0009-2940
    Keywords: Nitronium ions ; One-electron oxidation ; Superacidic systems ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: (F3CS)3N (1) is oxidized quantitatively by AsF5 to the first bis(perfluoroalkylthio)nitronium salt (F3CS)2N+AsF-6 (2). Addition of halide ions (F-, Cl-, Br-, l-) to the cation of 2 destroys the S—N—S chain. (F2CSCl)2 undergoes with ammonia a cyclization reaction to S—CF2—CF2—S—N—H (3), which can be derivatized with F3CSCl or (F2CSCl)2 to S—CF2—CF2—S—N—SCF3 (3a) and (S—CF2—CF2—S—N—SCF2—)2 (3b), respectively. Oxidation of 3a with AsF5 yields (S—CF2—CF2—S—N+AsF-6 (4) and byproducts, which suggest formation of a {3a}+• radical cation as an intermediate in this reaction. Pure 4 is accessible by reaction of 3 with AsF5 in 54% yield. The chemical and spectroscopic properties of the new species are discussed.
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  • 9
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 535-539 
    ISSN: 0009-2940
    Keywords: Dithietanes, fluoro- and fluorooxo-; formation of, cleavage with halogen fluorides, gas phase structure ; Lewis acids, containing fluorine ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Fluoro- and Fluorooxodithietanes (1) was isolated from the reaction of 2,2,4,4-tetrafluoro-1,3-dithietane (3) with CIF in an unpassivated monelcylinder. The hydrolysis of 1 gives (2): the trans derivative (2b) and the cis isomer (2a) are formed in a 4:1 ratio. (7) is oxidized by CIF at room temperature to give the known (8) in 87% yield. At 50°C from 8 and (9) is formed besides the ring cleavage products CF3SO2CF2SF4Cl (10) and CF3SO2CF2SF5 (11). The gasphase structure of 9 (e.d.) is described. (5) and (13) coordinate by the oxygen of the SO group to AsF5, with an unstable sulfonium salt is formed, while from the reaction of AsF5 and SbF5 with 8 (15 a, b, M = As, Sb) are isolated.
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  • 10
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 127 (1994), S. 597-603 
    ISSN: 0009-2940
    Keywords: (Trifluoromethylthio)carbon ; Carbenium ions ; One-electron oxidation ; Superacidic systems ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Syntheses and Reactions of Fluoroorganic Acyclic Thiocarbenium IonsHerrn Prof. Dr. W. Sawodny zum 60. Geburtstag gewidmet.Arsenic pentafluoride oxidizes (F3CS)4C (1) but not (F3CS)2C = C(SCF3)2 (2) to yield the stable salt (F3CS)3C+AsF-6 (3). It reacts with halide ions to form (F3CS)3CX (3a-c, X = F, Cl, Br). Iodide is oxidized to iodine with formation of (F3CS)3CC(SCF3)3 (4) which reacts with nitrogen dioxide to give (F3CS)3CNO2 (3e). - (F3CS)3C+AsF-6 (3) removes from (F)-SCF3 (5a) a ring-bound fluorine atom to afford (F3CS)3CF and -SCF3]+AsF-6 (5). When (F3CS)3CCl (3b) is treated with AsF5, 3 and [(F3CS)2-CCl]+AsF-6 (6) are formed in a 2:1 molar ratio. The latter reacts with F- or Cl- to give (F3CS)2CClX (6a,b; X = F, Cl). AsF5 is capable of abstracting a fluoride ion from (F3CS)3 - n Cln,CF only if n = 0 or 1. For n = 2 no similar reaction takes place, but with AlCl3 in BCl3 halogen exchange to F3CSCCl3 (7b) is observed. - Alkylation of (F3CS)2C=S (8) with H3CF/AsF5 yields [(F3CS)2CSCH3]+AsF-6 (9), which adds a fluoride ion to give (F3CS)2(H3CS)CF (9a). The molecular structures of (F3CS)2C = C(SCF3)2 (2) and (F3CS)3CC(SCF3)3 (4) have been determined by X-ray diffraction methods.
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