Incorporation of homochirality into a zeolitic imidazolate framework membrane for efficient chiral separation

Junyong Chan; Huacheng Zhang; Yada Nolvachai; Yaoxin Hu; Haijin Zhu; Maria Forsyth; Qinfen Gu; David E. Hoke; Xiwang Zhang; Philip J. Marriot; Huanting Wang

doi:10.1002/anie.201810925

Incorporation of homochirality into a zeolitic imidazolate framework membrane for efficient chiral separation

Junyong Chan, Huacheng Zhang, Yada Nolvachai, Yaoxin Hu, Haijin Zhu, Maria Forsyth, Qinfen Gu, David E. Hoke, Xiwang Zhang, Philip J. Marriot, Huanting Wang

Research output: Contribution to journal › Article › Research › peer-review

120 Citations (Scopus)

Abstract

Homochiral metal–organic frameworks (MOFs) have gained much attention because of their chiral properties and disposition for chiral separation. However, the fabrication of high-quality homochiral MOF membranes remains challenging because of the difficulty in controlling growth of MOF membranes with chiral functionalities. Ahomochiral zeolitic imidazolate framework-8 (ZIF-8) membrane is reported for efficient chiral separation. The membrane is synthesized by incorporating anatural amino acid, l-histidine (l-His), into the framework of ZIF-8. The homochiral l-His-ZIF-8 membrane exhibits a good selectivity for the R-enantiomer of 1-phenylethanol over the S-enantiomer, showing a high enantiomeric excess value up to 76%.

Original language	English
Pages (from-to)	17376-17380
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	130
Issue number	52
DOIs	https://doi.org/10.1002/anie.201810925
Publication status	Published - 21 Dec 2018

Keywords

chiral resolution
chirality
homochiral
membrane separation
metal–organic frameworks

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10.1002/anie.201810925

256957508 -oaAccepted author manuscript, 1.79 MB

Cite this

@article{1dc25959587b4ff7af5ed7af57c7ee0a,

title = "Incorporation of homochirality into a zeolitic imidazolate framework membrane for efficient chiral separation",

abstract = "Homochiral metal–organic frameworks (MOFs) have gained much attention because of their chiral properties and disposition for chiral separation. However, the fabrication of high-quality homochiral MOF membranes remains challenging because of the difficulty in controlling growth of MOF membranes with chiral functionalities. Ahomochiral zeolitic imidazolate framework-8 (ZIF-8) membrane is reported for efficient chiral separation. The membrane is synthesized by incorporating anatural amino acid, l-histidine (l-His), into the framework of ZIF-8. The homochiral l-His-ZIF-8 membrane exhibits a good selectivity for the R-enantiomer of 1-phenylethanol over the S-enantiomer, showing a high enantiomeric excess value up to 76\%.",

keywords = "chiral resolution, chirality, homochiral, membrane separation, metal–organic frameworks",

author = "Junyong Chan and Huacheng Zhang and Yada Nolvachai and Yaoxin Hu and Haijin Zhu and Maria Forsyth and Qinfen Gu and Hoke, \{David E.\} and Xiwang Zhang and Marriot, \{Philip J.\} and Huanting Wang",

note = "Funding Information: This research is supported by the Australian Research Council (DP170102964 and DE170100006). This work was performed, in part, at the Victorian node of the Australian National Fabrication Facility—a company established under the National Collaborative Research Infrastructure Strategy to provide nano-and microfabrication facilities for Australia≫s researchers. Deakin University≫s Advanced Facility is acknowledged for use of the NMR instrument. Part of the experiment was performed at the powder diffraction beam-line, Australian Synchrotron (ANSTO). Funding Information: This research is supported by the Australian Research Council (DP170102964 and DE170100006). This work was performed, in part, at the Victorian node of the Australian National Fabrication Facility—a company established under the National Collaborative Research Infrastructure Strategy to provide nano-and microfabrication facilities for Australia's researchers. Deakin University's Advanced Facility is acknowledged for use of the NMR instrument. Part of the experiment was performed at the powder diffraction beamline, Australian Synchrotron (ANSTO). Publisher Copyright: {\textcopyright} 2018 Wiley-VCH Verlag GmbH \&Co. KGaA, Weinheim.",

year = "2018",

month = dec,

day = "21",

doi = "10.1002/anie.201810925",

language = "English",

volume = "130",

pages = "17376--17380",

journal = "Angewandte Chemie - International Edition",

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TY - JOUR

T1 - Incorporation of homochirality into a zeolitic imidazolate framework membrane for efficient chiral separation

AU - Chan, Junyong

AU - Zhang, Huacheng

AU - Nolvachai, Yada

AU - Hu, Yaoxin

AU - Zhu, Haijin

AU - Forsyth, Maria

AU - Gu, Qinfen

AU - Hoke, David E.

AU - Zhang, Xiwang

AU - Marriot, Philip J.

AU - Wang, Huanting

N1 - Funding Information: This research is supported by the Australian Research Council (DP170102964 and DE170100006). This work was performed, in part, at the Victorian node of the Australian National Fabrication Facility—a company established under the National Collaborative Research Infrastructure Strategy to provide nano-and microfabrication facilities for Australia≫s researchers. Deakin University≫s Advanced Facility is acknowledged for use of the NMR instrument. Part of the experiment was performed at the powder diffraction beam-line, Australian Synchrotron (ANSTO). Funding Information: This research is supported by the Australian Research Council (DP170102964 and DE170100006). This work was performed, in part, at the Victorian node of the Australian National Fabrication Facility—a company established under the National Collaborative Research Infrastructure Strategy to provide nano-and microfabrication facilities for Australia's researchers. Deakin University's Advanced Facility is acknowledged for use of the NMR instrument. Part of the experiment was performed at the powder diffraction beamline, Australian Synchrotron (ANSTO). Publisher Copyright: © 2018 Wiley-VCH Verlag GmbH &Co. KGaA, Weinheim.

PY - 2018/12/21

Y1 - 2018/12/21

N2 - Homochiral metal–organic frameworks (MOFs) have gained much attention because of their chiral properties and disposition for chiral separation. However, the fabrication of high-quality homochiral MOF membranes remains challenging because of the difficulty in controlling growth of MOF membranes with chiral functionalities. Ahomochiral zeolitic imidazolate framework-8 (ZIF-8) membrane is reported for efficient chiral separation. The membrane is synthesized by incorporating anatural amino acid, l-histidine (l-His), into the framework of ZIF-8. The homochiral l-His-ZIF-8 membrane exhibits a good selectivity for the R-enantiomer of 1-phenylethanol over the S-enantiomer, showing a high enantiomeric excess value up to 76%.

AB - Homochiral metal–organic frameworks (MOFs) have gained much attention because of their chiral properties and disposition for chiral separation. However, the fabrication of high-quality homochiral MOF membranes remains challenging because of the difficulty in controlling growth of MOF membranes with chiral functionalities. Ahomochiral zeolitic imidazolate framework-8 (ZIF-8) membrane is reported for efficient chiral separation. The membrane is synthesized by incorporating anatural amino acid, l-histidine (l-His), into the framework of ZIF-8. The homochiral l-His-ZIF-8 membrane exhibits a good selectivity for the R-enantiomer of 1-phenylethanol over the S-enantiomer, showing a high enantiomeric excess value up to 76%.

KW - chiral resolution

KW - chirality

KW - homochiral

KW - membrane separation

KW - metal–organic frameworks

UR - http://www.scopus.com/inward/record.url?scp=85135567341&partnerID=8YFLogxK

U2 - 10.1002/anie.201810925

DO - 10.1002/anie.201810925

M3 - Article

AN - SCOPUS:85057297597

SN - 1433-7851

VL - 130

SP - 17376

EP - 17380

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 52

ER -

Incorporation of homochirality into a zeolitic imidazolate framework membrane for efficient chiral separation

Abstract

Keywords

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Australian Synchrotron

Melbourne Centre for Nanofabrication (MCN)

Cite this

Incorporation of homochirality into a zeolitic imidazolate framework membrane for efficient chiral separation

Abstract

Keywords

Access to Document

Other files and links

Equipment

Australian Synchrotron

Melbourne Centre for Nanofabrication (MCN)

Cite this