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Stereoselective Synthesis of a Topologically Chiral Solomon Link
Journal of the American Chemical Society ( IF 15.0 ) Pub Date : 2020-07-29 , DOI: 10.1021/jacs.0c05366
Zheng Cui 1 , Ye Lu 1 , Xiang Gao 1 , Hui-Jun Feng 1 , Guo-Xin Jin 1, 2
Affiliation  

With the help of retrosynthetic analysis, we have realized the highly anticipated stereoselective synthesis of a topologically chiral Solomon link, by taking advantage of coordination-driven self-assembly and chiral induction by axially chiral ligands. Combination of the ligands (R or S)-2,2'-diethoxy-1,1'-binaphthyl-6,6'-bis(4-vinylpyridine) (R-L or S-L) with the binuclear iridium complex [Cp*2Ir2(DHBQ)(OTf)2] (Ir-B(OTf)2, H2DHBQ = 2,5-dihydroxy-1,4-benzoquinone) allows diastereoselective synthesis of the topological enantiomers P (Ir-1P) or M (Ir-1M) of a Solomon link, respectively. The main driving force for the formation of the Solomon link is the π-π interactions between chiral ligands.

中文翻译:

拓扑手性所罗门链接的立体选择性合成

在逆合成分析的帮助下,我们利用轴向手性配体的配位驱动自组装和手性诱导,实现了备受期待的拓扑手性所罗门链接的立体选择性合成。配体 (R or S)-2,2'-diethoxy-1,1'-binaphthyl-6,6'-bis(4-vinylpyridine) (RL or SL) 与双核铱络合物 [Cp*2Ir2( DHBQ)(OTf)2] (Ir-B(OTf)2, H2DHBQ = 2,5-dihydroxy-1,4-benzoquinone) 允许非对映选择性合成拓扑对映异构体 P (Ir-1P) 或 M (Ir-1M)所罗门链接,分别。形成所罗门键的主要驱动力是手性配体之间的 π-π 相互作用。
更新日期:2020-07-29
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