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Fast H/D Exchange of B,B′,B″-Tribromoborazine in C6D6 in the Presence of Aluminum Tribromide: First Evidence for an Electrophilic Substitution Reaction of Borazines in Solution

Timoshkin, Alexey Y. ; Kazakov, Igor V. ; Lisovenko, Anna S. ; Bodensteiner, Michael ; Scheer, Manfred



Abstract

A solution of B,B',B ''-tribromoborazine (BrBNH)(3) in excess C6D6 in a sealed NMR tube shows no changes for over 14 months at room temperature but undergoes fast (within minutes) HID exchange in the presence of AlBr3 as a Lewis acid, as evidenced by H-1, H-2, B-11, and Al-27 NMR spectroscopy. The proposed electrophilic exchange mechanism is in agreement with the results of DFT computations. To ...

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