Incorporation of Homochirality into a Zeolitic Imidazolate Framework Membrane for Efficient Chiral Separation
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...
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| Published in | Angewandte Chemie International Edition Vol. 57; no. 52; pp. 17130 - 17134 |
|---|---|
| Main Authors | , , , , , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
Germany
Wiley Subscription Services, Inc
21.12.2018
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| Edition | International ed. in English |
| Subjects | |
| Online Access | Get full text |
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| 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. A homochiral zeolitic imidazolate framework‐8 (ZIF‐8) membrane is reported for efficient chiral separation. The membrane is synthesized by incorporating a natural 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 %.
Handpicked: A homochiral zeolitic imidazolate framework‐8 (ZIF‐8) membrane was synthesized by incorporating a natural amino acid, l‐histidine (l‐His), into a ZIF framework. The amino acid functions as a chiral (enantiopure) ligand. The l‐His‐ZIF‐8 membrane demonstrates good homochirality and an ability to separate racemic 1‐phenylethanol with up to 76 % ee. |
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| AbstractList | 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. A homochiral zeolitic imidazolate framework‐8 (ZIF‐8) membrane is reported for efficient chiral separation. The membrane is synthesized by incorporating a natural 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 %. 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. A homochiral zeolitic imidazolate framework‐8 (ZIF‐8) membrane is reported for efficient chiral separation. The membrane is synthesized by incorporating a natural 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 %. 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. A homochiral zeolitic imidazolate framework‐8 (ZIF‐8) membrane is reported for efficient chiral separation. The membrane is synthesized by incorporating a natural 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 %. Handpicked: A homochiral zeolitic imidazolate framework‐8 (ZIF‐8) membrane was synthesized by incorporating a natural amino acid, l‐histidine (l‐His), into a ZIF framework. The amino acid functions as a chiral (enantiopure) ligand. The l‐His‐ZIF‐8 membrane demonstrates good homochirality and an ability to separate racemic 1‐phenylethanol with up to 76 % ee. 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. A homochiral zeolitic imidazolate framework-8 (ZIF-8) membrane is reported for efficient chiral separation. The membrane is synthesized by incorporating a natural 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 %.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. A homochiral zeolitic imidazolate framework-8 (ZIF-8) membrane is reported for efficient chiral separation. The membrane is synthesized by incorporating a natural 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 %. |
| Author | Hu, Yaoxin Zhang, Huacheng Nolvachai, Yada Forsyth, Maria Chan, Jun Yong Gu, Qinfen Zhu, Haijin Marriot, Philip J. Zhang, Xiwang Hoke, David E. Wang, Huanting |
| Author_xml | – sequence: 1 givenname: Jun Yong surname: Chan fullname: Chan, Jun Yong organization: Monash University – sequence: 2 givenname: Huacheng surname: Zhang fullname: Zhang, Huacheng email: huacheng.zhang@monash.edu organization: Monash University – sequence: 3 givenname: Yada surname: Nolvachai fullname: Nolvachai, Yada organization: Monash University – sequence: 4 givenname: Yaoxin surname: Hu fullname: Hu, Yaoxin organization: Monash University – sequence: 5 givenname: Haijin surname: Zhu fullname: Zhu, Haijin organization: Deakin University – sequence: 6 givenname: Maria surname: Forsyth fullname: Forsyth, Maria organization: Deakin University – sequence: 7 givenname: Qinfen surname: Gu fullname: Gu, Qinfen organization: Australian Synchrotron – sequence: 8 givenname: David E. surname: Hoke fullname: Hoke, David E. organization: Monash University – sequence: 9 givenname: Xiwang surname: Zhang fullname: Zhang, Xiwang organization: Monash University – sequence: 10 givenname: Philip J. surname: Marriot fullname: Marriot, Philip J. organization: Monash University – sequence: 11 givenname: Huanting orcidid: 0000-0002-9887-5555 surname: Wang fullname: Wang, Huanting email: huanting.wang@monash.edu organization: Monash University |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/30370963$$D View this record in MEDLINE/PubMed |
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| Keywords | homochiral chirality membrane separation chiral resolution metal-organic frameworks |
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| Snippet | Homochiral metal–organic frameworks (MOFs) have gained much attention because of their chiral properties and disposition for chiral separation. However, the... Homochiral metal-organic frameworks (MOFs) have gained much attention because of their chiral properties and disposition for chiral separation. However, the... |
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| SubjectTerms | Amino acids chiral resolution chirality Enantiomers Fabrication Histidine homochiral membrane separation Membranes Metal-organic frameworks Selectivity Separation |
| Title | Incorporation of Homochirality into a Zeolitic Imidazolate Framework Membrane for Efficient Chiral Separation |
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