Molecular composite knots

Molecular composite knots
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DOI:
10.1021/ja961459p
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发表时间:
1996-09-25
影响因子:
15
通讯作者:
Sauvage, JP
Sauvage, JP
中科院分区:
化学1区
文献类型:
--
作者:
Carina, RF;DietrichBuchecker, C;Sauvage, JP

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以过渡金属组装的前驱体为原料,通过激光乙炔偶联反应制备了分子复合结。模板金属为铜(I),纳入最终结构的配位片段为1,10-菲咯啉型螯合物。这些化合物是复合结,而不是主要结,如经典的三叶草结。通过在环二聚化反应中结合两个束缚的开链片段,得到了两种拓扑非对映体的混合物,即最简单的复合结。用来表示平面上分子的交叉点的最小数目是6个。由于纠缠前体的复杂性和几种环化可能性,复合结的形成率只有适度的(类似于3%)。另一方面,通过ES-MS(分子量4037.8)和H-1 NMR(包括二维NMR (NOESY))对化合物进行了全面表征。
Molecular composite knots have been prepared from transition metal-assembled precursors via a Glaser acetylenic coupling reaction. The templating metal is copper(I), and the coordinating fragments incorporated into the final structure are 1,10-phenanthroline-type chelates. The compounds are composite knots as opposed to prime knots such as the classical trefoil knot. By combining two tied open-chain fragments in a cyclodimerization reaction, the simplest composite knots are obtained as a mixture of two topological diastereomers. The minimum number of crossing points used to represent the molecules in a plane is six. Due to the complexity of the entangled precursors and to the several cyclization possibilities, the formation yield of composite knots is only modest (similar to 3%). On the other hand, the compound has been fully characterized by ES-MS (molecular weight, 4037.8) and by H-1 NMR spectroscopy, including 2D NMR (NOESY).