Synthesis and characterization of new azido(o-phenylenedioxy)boranes and azidobicyclononylboranes †

Abstract

The boron azides azido(o-phenylenedioxy)borane, (1,2-C₆H₄O₂)B(N₃) 1, and azidobicyclononylborane, C₁₆H₂₈NB₂(N₃) 3, have been prepared by the reaction of the corresponding chloroborane with trimethylsilyl azide. Both reactions were also carried out in the presence of pyridine. The resulting donor–acceptor complexes 1·C₅H₅N 2 and 3·C₅H₅N 5 and the boron azides (1, 3) have been characterized by analytical and spectroscopic methods. The molecular structures of 1, 3 and 5 have been confirmed by a single crystal X-ray diffraction study. The formation of 3 has been observed by a low temperature ¹¹B NMR study and a probable mechanism is discussed.

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