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Gelation-driven selection in dynamic covalent CC/CN exchange
Chemical Science ( IF 7.6 ) Pub Date : 2017-09-06 00:00:00 , DOI: 10.1039/c7sc02827j Chunshuang Liang 1, 2, 3, 4, 5 , Sirinan Kulchat 1, 2, 3, 4, 6 , Shimei Jiang 5, 7, 8, 9, 10 , Jean-Marie Lehn 1, 2, 3, 4
Chemical Science ( IF 7.6 ) Pub Date : 2017-09-06 00:00:00 , DOI: 10.1039/c7sc02827j Chunshuang Liang 1, 2, 3, 4, 5 , Sirinan Kulchat 1, 2, 3, 4, 6 , Shimei Jiang 5, 7, 8, 9, 10 , Jean-Marie Lehn 1, 2, 3, 4
Affiliation
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Knoevenagel barbiturate derivatives bearing long alkyl chains were proven to form organogels in suitable solvents based on supramolecular interactions. Their reaction with imines allows for component exchange through C![[double bond, length as m-dash]](http://www.rsc.org/images/entities/char_e001.gif)
C/CN recombination. The effect of various parameters (solvents, chain length, and temperature) on the CC/CN exchange reaction has been studied. Mixing Knoevenagel compound K and imine I-16 in a 1
:1 ratio generated a constitutional dynamic library containing the four constituents K, I-16, K′-16, and I′. The reversible exchange reaction was monitored by 1H-NMR, showing marked changes in the fractions of the four constituents on sol–gel interconversion as a function of temperature. The library composition changed from statistical distribution of the four constituents in the sol state to selective amplification of the gel forming K′-16 constituent together with that of its agonist I′. The process amounts to self-organization driven component selection in a constitutional dynamic organogel system undergoing gelation. This process displays up-regulation of the gel-forming constituent by component redistribution through reversible covalent connections.
中文翻译：
动态共价C![[双键，长度为m-破折号]](http://www.rsc.org/images/entities/h2_char_e001.gif)
C / C N交换中胶凝驱动的选择
事实证明，基于超分子相互作用，带有长烷基链的诺诺亚吉巴比妥酸酯衍生物可在合适的溶剂中形成有机凝胶。它们与亚胺的反应允许通过CC / C N重组进行成分交换。研究了各种参数（溶剂，链长和温度）对C C / C N交换反应的影响。将Knoevenagel化合物K和亚胺I-16以1 ：1的比例混合会生成一个包含四个成分K，I-16，K'-16和I'的结构动力学文库。可逆交换反应由1监控H-NMR显示，溶胶-凝胶互变中四种成分的分数随温度的变化显着。文库组成从四种状态的溶胶态统计分布转变为形成凝胶的K'-16成分及其激动剂I'的选择性扩增。该过程相当于在进行凝胶化的动态结构有机凝胶体系中由自组织驱动的组分选择。该过程通过可逆的共价连接通过组分的重新分布显示出凝胶形成成分的上调。
更新日期：2017-09-25
C/CN recombination. The effect of various parameters (solvents, chain length, and temperature) on the CC/CN exchange reaction has been studied. Mixing Knoevenagel compound K and imine I-16 in a 1:1 ratio generated a constitutional dynamic library containing the four constituents K, I-16, K′-16, and I′. The reversible exchange reaction was monitored by 1H-NMR, showing marked changes in the fractions of the four constituents on sol–gel interconversion as a function of temperature. The library composition changed from statistical distribution of the four constituents in the sol state to selective amplification of the gel forming K′-16 constituent together with that of its agonist I′. The process amounts to self-organization driven component selection in a constitutional dynamic organogel system undergoing gelation. This process displays up-regulation of the gel-forming constituent by component redistribution through reversible covalent connections.
中文翻译：
动态共价C
C / C N交换中胶凝驱动的选择
事实证明，基于超分子相互作用，带有长烷基链的诺诺亚吉巴比妥酸酯衍生物可在合适的溶剂中形成有机凝胶。它们与亚胺的反应允许通过C
C / C N重组进行成分交换。研究了各种参数（溶剂，链长和温度）对C C / C N交换反应的影响。将Knoevenagel化合物K和亚胺I-16以1 ：1的比例混合会生成一个包含四个成分K，I-16，K'-16和I'的结构动力学文库。可逆交换反应由1监控H-NMR显示，溶胶-凝胶互变中四种成分的分数随温度的变化显着。文库组成从四种状态的溶胶态统计分布转变为形成凝胶的K'-16成分及其激动剂I'的选择性扩增。该过程相当于在进行凝胶化的动态结构有机凝胶体系中由自组织驱动的组分选择。该过程通过可逆的共价连接通过组分的重新分布显示出凝胶形成成分的上调。
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