Derivatives of Δ2- tetrazaboroline. Part VII. Unsymmetrically N-substituted Δ2-tetrazaborolines

Abstract

The products of the reactions between o-, m-, and p-mono-subsituted aniline–boranes, XC₆H₄NH₂,BH₃ and phenyl azide have been shown to be mixtures of the 1,4-substituted-Δ²-tetrazaborolines Ph₂N₄BH, Ph(XC₆H₄)N₄BH, and (XC₆H₄)₂N₄BH; this randomization of substituents appears to be a general feature in preparations of unsymmetrically substituted tetraza-Δ²-borolines. The preparation and properties of 1,4-di-p-chlorophenyl-Δ²-tetrazaboroline is reported. Simple calculations on the unsymmetrically substituted phenyl tetrazaborolines have yielded values for the π-bond orders, π-charge distributions, π-stabilization energies, and energies of bands expected for their first electronic transitions.