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  • Boron  (2)
  • Dimethylaminobis(trifluoromethyl)borane  (1)
  • 1
    ISSN: 0009-2940
    Keywords: Dimethylaminobis(trifluoromethyl)borane ; Nitriles ; Cyclopropanes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Dimethylaminobis(trifluoromethyl)borane, (CF3)2BNMe2 (A), reacts with Cl(CH2)3CN to yield [Cl(CH2)2CH(CN)](CF3)2B·NHMe2 (1) whereas Br(CH2)3CN and A combine in a 1:2 ratio to form [cyclo-C3H4(CN)](CF3)2B·NHMe2 (2) and Br(CF3)2B·NHMe2. Br(CH2)nCN and A yield [Br(CH2)n-1 CH-(CN)](CF3)2B·NHMe2, n=4 (3), n=5 (4) and n=6 (5). Compound 2 and (NCCH2)CF3)2B·NHMe2 can be alkylated at nitrogen with CH3I/KOH in ether to yield [cyclo-C3H4(CN)]-(CF3)2B·NMe3 (6) and (NCCH2)(CF3)2B·NMe3 (7), respectively. treatment of 1 and 3 with hydroxide in ether gives the respective five- and six-membered heterocycles (CF3)2 (8) and (9). Reduction of the nitrile group with (iBu)2Alh in CH2Cl2 at -50°C followed by hydrolysis furnishes the corresponding aldehydes (OCHCH2) (CF3)2B·NMe3 (10), [cyclo-C3H4(CHO)](CF3)2B·NMe3 (11) and (12). The structure of 2 was determined by an X-ray investigation.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1434-1948
    Keywords: Boron ; Small rings ; Trifluoromethyl group ; Crystal structure ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1,1-Dimethyl-2,2-bis(trifluoromethyl)azoniaboratacyclopropanes, cyclo-(F3C)2B-CR1R2-NMe2 [R1 = R2 = C6H5 (2a); R1/R2 = C12H8 (2b); R1 = H, R2 = C6H5 (2c), 4-FC6H4 (2d), 3-FC6H4 (2e), 2-FC6H4 (2f), C6F5 (2g), iPr (2h), tBu (2i); R1 = Me, R2 = C(=O)OMe (2j), C(=O)OEt (2k)] have been obtained from (F3C)2BNMe2 (1) and diazomethanes R1R2CN2. In contrast to compound 2a, the B-N bonds of 2b-2k hydrolyze to form the zwitterionic species Me2NH-CR1R2-B(CF3)2OH (3b-3k). The diazoacetic acid esters HC(N2)C(=O)OMe and HC(N2)C(=O)OtBu react with 1 to form three-membered rings, which hydrolyze rapidly to form Me2NH-CR1R2-B(CF3)2OH [R1 = H, R2 = C(=O)OMe (3l), C(=O)OtBu (3m)]. F3CSiF3 reacts under elimination of CF2 with 1 to form the acyclic derivative (F3C)2BF-CF=NMe2 (4). The structures of 2a and 3ghave been investigated crystallographically. A nearly eclipsed conformation is found for the central B-C bond of 3g, which is 0.097(7) Å longer than the B-C bond length in the three-membered ring of 2a.
    Additional Material: 2 Ill.
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1999 (1999), S. 247-253 
    ISSN: 1434-1948
    Keywords: Boron ; Fluorine ; Oxidation ; Nitrogen ; Molecular structures ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: (CF3)3B · NH3 (1) has been oxidized in aqueous solution using a platinum anode. At pH = 8-9 in CsOH/Cs2CO3 solution Cs[(CF3)3B-NO2] (2), Cs2[(CF3)3B-N(O)=N(O)-B(CF3)3] (3) and Cs2[(CF3)3B-N=N(O)-B(CF3)3] (4) are formed. Compound 3 slowly hydrolyses to yield the hydroxyborate Cs[(CF3)3B-OH] (5). Compound 2 and traces of 3 and 5 were also formed by oxidation of 1 or (CF3)3B · NHEt2 with ozone. The constitution of the novel borates has been deduced from multinuclear NMR, IR and mass spectra. The structures of 2-5 have been investigated by single-crystal X-ray diffraction.
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
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