School of Civil and Environmental Engineering, University of Technology Sydney, Sydney, New South Wales 2007, Australia.
State Key Laboratory of Silicon Materials and School of Materials Science and Engineering, Zhejiang University, Hangzhou 310027, China.
J Am Chem Soc. 2022 May 18;144(19):8434-8438. doi: 10.1021/jacs.1c13581. Epub 2022 Apr 21.
BN/CC isosterism has been widely investigated as a strategy to expand carbon-based compounds. The introduction of BN units in organic molecules always results in novel properties. In this work, we reported the first synthesis and characterization of 1,6;2,3-bis-BN cyclohexane, an isostere of cyclohexane with two adjacent BN pairs. Its ring flipping barrier is similar to that of cyclohexane. Protic hydrogens on N in 1,6;2,3-bis-BN cyclohexane show higher reactivity than its isomeric bis-BN cyclohexane. This compound exhibits an appealing hydrogen storage capability of >9.0 wt %, nearly twice as much as the 1,2;4,5-bis-BN cyclohexane.
硼氮/碳同晶(isosterism)作为扩展碳基化合物的策略已被广泛研究。在有机分子中引入 BN 单元通常会产生新的性质。在这项工作中,我们报道了首例 1,6;2,3-双-BN 环己烷的合成和表征,这是环己烷的同晶物,具有两个相邻的 BN 对。其环翻转势垒与环己烷相似。在 1,6;2,3-双-BN 环己烷中,N 上的质子比其异构体双-BN 环己烷具有更高的反应性。该化合物具有吸引人的储氢能力,超过 9.0 重量%,几乎是 1,2;4,5-双-BN 环己烷的两倍。