Stereoselective Synthesis of a Topologically Chiral Solomon Link
Zheng Cui1, Ye Lu1, Xiang Gao1
1State Key Laboratory of Molecular Engineering of Polymers, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Department of Chemistry, Fudan University, Shanghai 200433, People's Republic of China.
Abstract:
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.
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