Stereoselective Synthesis of a Topologically Chiral Solomon Link
Stereoselective Synthesis of a Topologically Chiral Solomon Link
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DOI：
10.1021/jacs.0c05366
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发表时间：
2020-08-12
影响因子：
15
通讯作者：
Jin, Guo-Xin
中科院分区：
文献类型：
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作者：
Cui, Zheng;Lu, Ye;Jin, Guo-Xin
在反合成分析的帮助下，我们利用配位驱动的自组装和轴向手性配体的手性诱导，实现了备受期待的拓扑手性所罗门链的立体选择性合成。配体（R或S）-2,2′-二氧基-1,1′-二萘基-6,6′-双（4-乙烯基吡啶）（R- l或S- l）与双核铱配合物[Cp*Ir-2(2) (DHBQ)(OTf)(2)] (Ir-B(OTf)（2)， H(2)DHBQ = 2,5-二羟基-1,4-苯醌）结合，可以分别非对映选择性地合成Solomon链的拓扑对映体P （Ir-1P）或M （Ir-1M）。所罗门键形成的主要驱动力是手性配体之间的π - π相互作用。
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*Ir-2(2) (DHBQ)(OTf)(2)] (Ir-B(OTf)(2) , H(2)DHBQ = 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 pi-pi interactions between chiral ligands.