Conjugates of polyhedral boron compounds with carbohydrates. 2. Unexpected easy closo- to nido-transformation of a carborane–carbohydrate conjugate in neutral aqueous solution

A novel 1,2-dicarba-closo-dodecaborane–lactose conjugate 4c, when dissolved in water or methanol, is subject to unexpected deboronation in neutral conditions leading to the formation of the corresponding nido-counterpart (5) as detected by 11B NMR spectroscopy. After heating the aqueous solution of the conjugate 4c at 60 °C for 17 h pure 1,2-dicarba-nido-undecaborane–lactose conjugate 5 was obtained.

Graphical abstractA novel 1,2-dicarba-closo-dodecaborane–lactose conjugate, when dissolved in water or methanol, is subject to unexpected deboronation in neutral conditions leading to the formation of the corresponding nido-counterpart as detected by 11B NMR spectroscopy.Figure optionsDownload full-size imageDownload as PowerPoint slide