Social Self-Sorting Synthesis of Molecular Knots.
Social Self-Sorting Synthesis of Molecular Knots.
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DOI：
10.1021/jacs.2c07682
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发表时间：
2022-09-21
影响因子：
15
通讯作者：
Schaufelberger, Fredrik
中科院分区：
文献类型：
--
作者：
Ashbridge, Zoe;Knapp, Olivia M.;Kreidt, Elisabeth;Leigh, David A.;Pirvu, Lucian;Schaufelberger, Fredrik
我们报道了通过不同拓扑性和立体化学的2，6-吡啶二甲酰胺（pdc）配体的社会自分类来合成分子素数和复合结。在以1：1：1的比例将非手性单配位和双配位pdc-配体链与Lu（III）混合后，选择性地形成以各配体链之一和金属离子为特征的明确限定的异聚络合物。在配体中引入点手性中心，使配位化合物具有单螺旋立体化学结构。共价捕获的纠缠结构的闭环烯烃复分解，然后给出了一个社会自我排序三叶结的单拓扑手性。以相关的方式，异聚体分子奶奶结（六交叉复合结，具有相同手性的两个三叶形缠结）从双配位和四配位多pdc链的社会自分选组装。通过具有四个（S）-中心的双配位pdc链和具有两个（S）-和六个（R）-中心的四配位链的社会自分选，组装分子方结（具有相反手性的两个三叶形缠结的六交叉复合结）。每个纠缠结构的特征在于1H和13 C NMR光谱，质谱，和圆二色谱。通过社会自我排序对组成和拓扑手性的精确控制使得能够快速组装分子结的明确定义的纠缠序列。
We report the synthesis of molecular prime and composite knots by social self-sorting of 2,6-pyridinedicarboxamide (pdc) ligands of differing topicity and stereochemistry. Upon mixing achiral monotopic and ditopic pdc-ligand strands in a 1:1:1 ratio with Lu(III), a well-defined heteromeric complex featuring one of each ligand strand and the metal ion is selectively formed. Introducing point-chiral centers into the ligands leads to single-sense helical stereochemistry of the resulting coordination complex. Covalent capture of the entangled structure by ring-closing olefin metathesis then gives a socially self-sorted trefoil knot of single topological handedness. In a related manner, a heteromeric molecular granny knot (a six-crossing composite knot featuring two trefoil tangles of the same handedness) was assembled from social self-sorting of ditopic and tetratopic multi-pdc strands. A molecular square knot (a six-crossing composite knot of two trefoil tangles of opposite handedness) was assembled by social self-sorting of a ditopic pdc strand with four (S)-centers and a tetratopic strand with two (S)- and six (R)-centers. Each of the entangled structures was characterized by 1H and 13C NMR spectroscopy, mass spectrometry, and circular dichroism spectroscopy. The precise control of composition and topological chirality through social self-sorting enables the rapid assembly of well-defined sequences of entanglements for molecular knots.
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影响因子：
4.3
作者：
Coubrough, Heather M.;van der Lubbe, Stephanie C. C.;Wilson, Andrew J.
通讯作者：
Wilson, Andrew J.
一个六跨双锁定的链球[2]与扭曲的环和一个分子奶奶结。
DOI：
10.1002/anie.201807135
发表时间：
2018-10-15
期刊：
Angewandte Chemie (International ed. in English)
影响因子：
--
作者：
Danon JJ;Leigh DA;Pisano S;Valero A;Vitorica-Yrezabal IJ
通讯作者：
Vitorica-Yrezabal IJ
DOI：
10.1002/anie.201702531
发表时间：
2017-09-04
期刊：
Angewandte Chemie (International ed. in English)
影响因子：
--
作者：
Fielden SDP;Leigh DA;Woltering SL
通讯作者：
Woltering SL
影响因子：
21.8
作者：
Guo, Jun;Mayers, Paul C.;Hunter, Christopher A.
通讯作者：
Hunter, Christopher A.
影响因子：
16.6
作者：
Barran, Perdita E.;Cole, Harriet L.;Zengerle, Michael
通讯作者：
Zengerle, Michael