TY - JOUR
T1 - A Chiral Metal-Organic Material that Enables Enantiomeric Identification and Purification
AU - Zhang, Shi Yuan
AU - Yang, Cheng Xiong
AU - Shi, Wei
AU - Yan, Xiu Ping
AU - Cheng, Peng
AU - Wojtas, Lukasz
AU - Zaworotko, Michael J.
N1 - Publisher Copyright:
© 2017 Elsevier Inc.
PY - 2017/8/10
Y1 - 2017/8/10
N2 - 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.
AB - 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.
KW - absolute configuration
KW - chiral crystalline sponge
KW - chiral separation
KW - chiral stationary phase
KW - crystal engineering
KW - enantiomer identification
KW - enantioselectivity
KW - metal-organic materials
KW - stability
UR - http://www.scopus.com/inward/record.url?scp=85028467485&partnerID=8YFLogxK
U2 - 10.1016/j.chempr.2017.07.004
DO - 10.1016/j.chempr.2017.07.004
M3 - Article
AN - SCOPUS:85028467485
SN - 2451-9308
VL - 3
SP - 281
EP - 289
JO - Chem
JF - Chem
IS - 2
ER -