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Thermodynamically Controlled, Dynamic Binding of Diols to a 1,2-BN Cyclohexane Derivative

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https://figshare.com/articles/dataset/Thermodynamically_Controlled_Dynamic_Binding_of_Diols_to_a_1_2_BN_Cyclohexane_Derivative/2026854
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The reversible covalent binding of diols to an N-Bn 1,2-BN cyclohexane has been studied by 11B and 1H NMR spectroscopy and single-crystal X-ray diffraction analysis. The activation barrier for the reversible B–N Lewis acid–base interaction has been measured by variable-temperature NMR with bound (2R,3R)-(−)-2,3-butanediol (Tc = −40 °C, ΔG⧧ = 11.2 ± 0.2 kcal mol–1). Deuterium labeling experiments demonstrate that ligand exchange is reversible and rapid at room temperature, and competitive binding studies establish diol association as a thermodynamically controlled process.
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2015-12-16
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