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The 2-halo-2,3-dihydro-1H-1,3,2-diazaboroles(1a′: R = tBu, X = Br; 1b: R = 2,6-Me 2 C 6 H 3;  X = I) were converted into the 2-amino-2,3-dihydro-1H-1,3,2- diazaboroles(2a: R = tBu; 2b: 2,6-Me 2 C 6 H 3 ) by treatment with dry gaseous ammonia. Similarly reaction of 1a′ with 2,6-dimethylaniline or tBuNH 2  afforded the corresponding derivates(3; R 1  = 2,6-Me 2 C 6 H 3 ; 4; R 1  = tBu). The treatment of 1a′ with the ethylene diamine adduct of lithium acetylide led to the formation of(5). Lithiation of 2 a and subsequent silylation gave 6 (R 1  = SiMe 3 ), which was transformed to the diborolylamine(7) upon exposure to 1a′. Borolylketimine(8 ) and borolylcarbodiimide(9) resulted from 1a′ and Ph 2 C=NSiMe 3  or Me 3 SiN=C=NSiMe 3 , respectively. All the new compounds were characterized by elemental analyses as well as spectroscopic data (IR,  1 H,  11 B,  13 C NMR, MS). Heterocycle 5 was also subjected to an X-ray diffraction analysis.

zeitschrift für naturforschung b

Synthese, Struktur und Reaktivität von 2-Amino- und 2-Imino-2,3-dihydro-1H-1,3,2-diazaborolen / Synthesis, Structure and Reactivity of 2-Amino- and 2-Imino-2,3-dihydro-1H-1,3,2-diazaboroles