C-I···π 卤键驱动的双侧 N-酰胺硫脲 β-转角超分子螺旋。
C-I···π Halogen Bonding Driven Supramolecular Helix of Bilateral N-Amidothioureas Bearing β-Turns.
机构信息
Department of Chemistry, College of Chemistry and Chemical Engineering, The MOE Key Laboratory of Spectrochemical Analysis and Instrumentation, Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), Xiamen University , Xiamen 361005, China.
Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University , Xiamen 361005, China.
出版信息
J Am Chem Soc. 2017 May 17;139(19):6605-6610. doi: 10.1021/jacs.6b13171. Epub 2017 Feb 10.
We report the first example of C-I···π halogen bonding driven supramolecular helix in highly dilute solution of micromolar concentration, using alanine based bilateral I-substituted N-amidothioureas that contain helical fragments, the β-turn structures. The halogen bonding interactions afford head-to-tail linkages that help to propagate the helicity of the helical fragments. In support of this action of the halogen bonding, chiral amplification was observed in the supramolecular helix formed in acetonitrile solution. The present finding provides alternative tools in the design of self-assembling macromolecules.
我们报道了首例在微摩尔浓度的稀溶液中由 C-I···π 卤键驱动的超分子螺旋的例子，所使用的是基于丙氨酸的双边 I-取代的 N-氨硫脲，其包含螺旋片段和 β-转角结构。卤键相互作用提供了头对头的连接，有助于传播螺旋片段的螺旋性。为了支持这种卤键的作用，在手性乙腈溶液中形成的超分子螺旋中观察到了手性放大。这一发现为自组装大分子的设计提供了替代工具。
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