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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 285-288 
    ISSN: 0009-2940
    Keywords: Nitriles ; Hydroboration ; Bis(9H-9-borabicyclo[3.3.1]nonane) ; N-Base-Organoboron adducts ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The hydroboration of benzo-, tolu-, p1-methoxybenzo-, or pivalonitriles with bis(9-borabicyclo[3.3.1]nonane) (9H-9-BBN)2 affords the corresponding 9-aldimino-9-borabicyclo[3.3.1]1-nonanes (1a  -  d) in about 80% yields. Compounds 1a and 1d readily react with an excess of (9H-9-BBN)2 to form the 1:1 adducts 2a or 2d, respectively, containing a NB2H four-membered ring (X-ray structure of 2a). The adducts 2 are thermally rather stable. Compound 2a is converted to benzylbis(1,5-cyclooctanediylboryl)amine (3a) only after 48 h at reflux in mesitylene. Compounds 1a  -  d are stable towards strong N-bases. Compound 1d reacts with Et2O · BF3 to form 9-fluoro-9-borabicyclo[3.3.1]nonane (4) and the 1:1 cyclic adduct (5d) of (2,2-dimethylpropylideneamino)difluoroborane (6d) and 1d.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 565-570 
    ISSN: 0009-2940
    Keywords: Amides ; Boranes, trialkyl- ; Boranes, dialkylhydro- ; Boron-nitrogen heterocycles ; Bis(9H-9-borabicyclo[3.3.1]nonane) ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The carboxamides RCONH2 [R=Ph (1), tBu (2)] react with BEt3 and with (9H-9-BBN)2 to give the (acylamino)diethylboranes 3, 4 and the 9-acylamino-9-BBN 5, 6, respectively. Compounds 3 and 4 are largely monomeric (NMR) in solution and dimeric as crystalline solids [X-ray structure of (4)2]. The 9-BBN derivatives 5 and 6 are associated and probably polymeric in solution (NMR). The 1:1 adducts 7 and 8 containing the ring (X-ray structure of 7) are formed on the reaction of 3 and 4 with (9H-9-BBN)2 by borane exchange. The former is also obtained directly by treating compound 1 or 2 with (9H-9-BBN)2. Compound 7 reacts at 140-150°C to give the air-stable heterocycle 11 (X-ray structure).
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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