Oriented circular dichroism analysis of chiral surface-anchored metal-organic frameworks grown by liquid-phase epitaxy and upon loading with chiral guest compounds

Handle URI:
http://hdl.handle.net/10754/563601
Title:
Oriented circular dichroism analysis of chiral surface-anchored metal-organic frameworks grown by liquid-phase epitaxy and upon loading with chiral guest compounds
Authors:
Gu, Zhigang; Bürck, Jochen; Bihlmeier, Angela; Liu, Jinxuan; Shekhah, Osama ( 0000-0003-1861-9226 ) ; Weidler, Peter G.; Azucena, Carlos; Wang, Zhengbang; Heißler, Stefan; Gliemann, Hartmut; Klopper, Wim; Ulrich, Anne S.; Wöll, Christof H.
Abstract:
Oriented circular dichroism (OCD) is explored and successfully applied to investigate chiral surface-anchored metal-organic frameworks (SURMOFs) based on camphoric acid (D- and Lcam) with the composition [Cu2(Dcam) 2x(Lcam)2-2x(dabco)]n (dabco=1,4-diazabicyclo- [2.2.2]-octane). The three-dimensional chiral SURMOFs with high-quality orientation were grown on quartz glass plates by using a layer-by-layer liquid-phase epitaxy method. The growth orientation, as determined by X-ray diffraction (XRD), could be switched between the [001] and [110] direction by using either OH- or COOH-terminated substrates. These SURMOFs were characterized by using OCD, which confirmed the ratio as well as the orientation of the enantiomeric linker molecules. Theoretical computations demonstrate that the OCD band intensities of the enantiopure [Cu2(Dcam)2(dabco)] n grown in different orientations are a direct result of the anisotropic nature of the chiral SURMOFs. Finally, the enantiopure [Cu 2(Dcam)2(dabco)]n and [Cu2(Lcam) 2(dabco)]n SURMOFs were loaded with the two chiral forms of ethyl lactate [(+)-ethyl-D-lactate and (-)-ethyl-L-lactate)]. An enantioselective enrichment of >60 % was observed by OCD when the chiral host scaffold was loaded from the racemic mixture. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
KAUST Department:
Advanced Membranes and Porous Materials Research Center
Publisher:
Wiley-Blackwell
Journal:
Chemistry - A European Journal
Issue Date:
17-Jun-2014
DOI:
10.1002/chem.201403524
Type:
Article
ISSN:
09476539
Sponsors:
This work was funded by the Deutsche Forschungsgemeinschaft (DFG) through SPP 1362 and through the Center for Functional Nanostructures (CFN, subproject C3.3). Z.G.G. and Z.W. are grateful for PhD fellowships donated by the China Scholarship Council (CSC). H.G. thanks the Landesstiftung Baden-Wurttemberg GmbH for financial support.
Appears in Collections:
Articles; Advanced Membranes and Porous Materials Research Center

Full metadata record

DC FieldValue Language
dc.contributor.authorGu, Zhigangen
dc.contributor.authorBürck, Jochenen
dc.contributor.authorBihlmeier, Angelaen
dc.contributor.authorLiu, Jinxuanen
dc.contributor.authorShekhah, Osamaen
dc.contributor.authorWeidler, Peter G.en
dc.contributor.authorAzucena, Carlosen
dc.contributor.authorWang, Zhengbangen
dc.contributor.authorHeißler, Stefanen
dc.contributor.authorGliemann, Hartmuten
dc.contributor.authorKlopper, Wimen
dc.contributor.authorUlrich, Anne S.en
dc.contributor.authorWöll, Christof H.en
dc.date.accessioned2015-08-03T11:55:25Zen
dc.date.available2015-08-03T11:55:25Zen
dc.date.issued2014-06-17en
dc.identifier.issn09476539en
dc.identifier.doi10.1002/chem.201403524en
dc.identifier.urihttp://hdl.handle.net/10754/563601en
dc.description.abstractOriented circular dichroism (OCD) is explored and successfully applied to investigate chiral surface-anchored metal-organic frameworks (SURMOFs) based on camphoric acid (D- and Lcam) with the composition [Cu2(Dcam) 2x(Lcam)2-2x(dabco)]n (dabco=1,4-diazabicyclo- [2.2.2]-octane). The three-dimensional chiral SURMOFs with high-quality orientation were grown on quartz glass plates by using a layer-by-layer liquid-phase epitaxy method. The growth orientation, as determined by X-ray diffraction (XRD), could be switched between the [001] and [110] direction by using either OH- or COOH-terminated substrates. These SURMOFs were characterized by using OCD, which confirmed the ratio as well as the orientation of the enantiomeric linker molecules. Theoretical computations demonstrate that the OCD band intensities of the enantiopure [Cu2(Dcam)2(dabco)] n grown in different orientations are a direct result of the anisotropic nature of the chiral SURMOFs. Finally, the enantiopure [Cu 2(Dcam)2(dabco)]n and [Cu2(Lcam) 2(dabco)]n SURMOFs were loaded with the two chiral forms of ethyl lactate [(+)-ethyl-D-lactate and (-)-ethyl-L-lactate)]. An enantioselective enrichment of >60 % was observed by OCD when the chiral host scaffold was loaded from the racemic mixture. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.en
dc.description.sponsorshipThis work was funded by the Deutsche Forschungsgemeinschaft (DFG) through SPP 1362 and through the Center for Functional Nanostructures (CFN, subproject C3.3). Z.G.G. and Z.W. are grateful for PhD fellowships donated by the China Scholarship Council (CSC). H.G. thanks the Landesstiftung Baden-Wurttemberg GmbH for financial support.en
dc.publisherWiley-Blackwellen
dc.subjectchiralityen
dc.subjectcomputational chemistryen
dc.subjectenantioselectivityen
dc.subjectoriented circular dichroismen
dc.subjectsurface-anchored metal-organic frameworken
dc.titleOriented circular dichroism analysis of chiral surface-anchored metal-organic frameworks grown by liquid-phase epitaxy and upon loading with chiral guest compoundsen
dc.typeArticleen
dc.contributor.departmentAdvanced Membranes and Porous Materials Research Centeren
dc.identifier.journalChemistry - A European Journalen
dc.contributor.institutionInstitute of Functional Interfaces (IFG), Karlsruhe Institute of Technology (KIT), P.O. Box 3640, 76021 Karlsruhe, Germanyen
dc.contributor.institutionInstitute of Biological Interfaces 2 (IBG 2), Karlsruhe Institute of Technology (KIT), P.O. Box 3640, 76021 Karlsruhe, Germanyen
dc.contributor.institutionInstitute of Physical Chemistry (IPC), Karlsruhe Institute of Technology (KIT), P.O. Box 6980, 76049 Karlsruhe, Germanyen
dc.contributor.institutionInstitute of Nanotechnology (INT), Karlsruhe Institute of Technology (KIT), P.O. Box 3640, 76021 Karlsruhe, Germanyen
kaust.authorShekhah, Osamaen
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