Litcius/Paper detail

Stereoselective Synthesis of a Topologically Chiral Solomon Link

Zheng Cui, Ye Lu, Xiang Gao, Huijun Feng, Guo‐Xin Jin

2020Journal of the American Chemical Society72 citationsDOI

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.

Topics & Concepts

ChemistryStereoselectivityEnantiomerIridiumLink (geometry)StereochemistryEnantioselective synthesisTopology (electrical circuits)Organic chemistryCombinatoricsCatalysisMathematicsAxial and Atropisomeric Chirality SynthesisSupramolecular Chemistry and ComplexesMolecular spectroscopy and chirality
Stereoselective Synthesis of a Topologically Chiral Solomon Link | Litcius