Reaktivita intramolekulárně koordinovaných chloroboranů s vybranými nukleofily - vznik substituovaných 1H-2,1-benzazaborolů

The work deals with preparation of C,N-chelated (di)chloroboranes containing C=N bond in the structure of the ligand as donating group and with their reactivity with sterically encumbered lithium anilides and organolithium compounds. It has been found that these reactions yielded 1,2,3-trisubstituted 1H-2,1-benzazaboroles. Based on observed molecular structures, the plausible reaction mechanism has been proposed. The key step of the reaction is a nucleophilic addition of corresponding lithium anilide or organolithium compound across the activated C=N bond in the structure leading to the 1H-2,1-benzazaborole ring closure. Structures of prepared compounds were studied in the solution by the help of multinuclear NMR spectroscopy and in the solid state by the single crystal X-ray diffraction analysis.