A Chiral Metal-Organic Material that Enables Enantiomeric Identification and Purification

Shi Yuan Zhang, Cheng Xiong Yang, Wei Shi, Xiu Ping Yan, Peng Cheng, Lukasz Wojtas, Michael J. Zaworotko

Research output: Contribution to journalArticlepeer-review

Abstract

We show that CMOM-3S, a previously unreported porous crystalline metal-organic material that exhibits intrinsic homochirality, serves as a general-purpose chiral crystalline sponge (CCS) and a chiral stationary phase (CSP) for gas chromatography (GC). The properties of CMOM-3S are enabled by nano-sized channels connected to adaptable molecular recognition sites that mimic enzyme-binding sites. Further, CMOM-3S is composed of inexpensive components, facile to prepare, and requires only trace amounts of analyte. When coupled with the thermal and hydrolytic stability of CMOM-3S, these features mean that a coated fused silica capillary column in which CMOM-3S serves as a CSP is both more versatile and more robust than three benchmark commercial columns. That the enantiomer with the longer GC retention time is consistently captured in CCS experiments enables CMOM-3S to serve as a powerful tool to enable both chiral purification and enantiomer identification.

Original languageEnglish
Pages (from-to)281-289
Number of pages9
JournalChem
Volume3
Issue number2
DOIs
Publication statusPublished - 10 Aug 2017

Keywords

  • absolute configuration
  • chiral crystalline sponge
  • chiral separation
  • chiral stationary phase
  • crystal engineering
  • enantiomer identification
  • enantioselectivity
  • metal-organic materials
  • stability

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