热力学控制下二醇与1,2-硼氮环己烷衍生物的动态结合
Thermodynamically Controlled, Dynamic Binding of Diols to a 1,2-BN Cyclohexane Derivative.
作者信息
Harlow Gregory P, Zakharov Lev N, Wu Gang, Liu Shih-Yuan
机构信息
Department of Chemistry and Biochemistry, University of Oregon, Eugene, Oregon 97403-1253, United States.
Department of Chemistry, Queen's University, Kingston, Ontario K7L 3N6, Canada.
出版信息
Organometallics. 2013;32(22):6650-6653. doi: 10.1021/om400697r.
Abstract
The reversible covalent binding of diols to an -Bn 1,2-BN cyclohexane has been studied by B and H 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 (2,3)-(-)-2,3-butanediol ( = -40 °C, Δ = 11.2 ± 0.2 kcal mol). 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.
摘要
通过硼和氢核磁共振光谱以及单晶X射线衍射分析，研究了二醇与 -Bn 1,2 - BN环己烷的可逆共价结合。通过变温核磁共振测量了与结合的(2,3)-(-)-2,3 - 丁二醇（ = -40 °C，Δ = 11.2 ± 0.2 kcal mol）的可逆B - N路易斯酸碱相互作用的活化能垒。氘标记实验表明，配体交换在室温下是可逆且快速的，竞争结合研究确定二醇缔合是一个热力学控制的过程。
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