Electronic Effects of Linker Substitution on Lewis Acid Catalysis with Metal-Organic Frameworks

Functionalized linkers can greatly increase the activity of metal–organic framework (MOF) catalysts with coordinatively unsaturated sites. A clear linear free‐energy relationship (LFER) was found between Hammett σm values of the linker substituents X and the rate kX of a carbonyl‐ene reaction. This...

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Veröffentlicht in:	Angewandte Chemie International Edition Jg. 51; H. 20; S. 4887 - 4890
Hauptverfasser:	Vermoortele, Frederik, Vandichel, Matthias, Van de Voorde, Ben, Ameloot, Rob, Waroquier, Michel, Van Speybroeck, Veronique, De Vos, Dirk E.
Format:	Journal Article
Sprache:	Englisch
Veröffentlicht:	Weinheim WILEY-VCH Verlag 14.05.2012 WILEY‐VCH Verlag Wiley Subscription Services, Inc
Ausgabe:	International ed. in English
Schlagworte:	Carbonyl compounds Carbonyls Catalysis Catalysts Electronics heterogeneous catalysis Lewis acid Lewis acidity metal-organic framework Metal-organic frameworks Pictures Samarium structure-activity relationships substituent effects Unsaturated
ISSN:	1433-7851, 1521-3773, 1521-3773
Online-Zugang:	Volltext
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Abstract	Functionalized linkers can greatly increase the activity of metal–organic framework (MOF) catalysts with coordinatively unsaturated sites. A clear linear free‐energy relationship (LFER) was found between Hammett σm values of the linker substituents X and the rate kX of a carbonyl‐ene reaction. This is the first LFER ever observed for MOF catalysts. A 56‐fold increase in rate was found when the substituent is a nitro group (see picture).
AbstractList	Functionalized linkers can greatly increase the activity of metal-organic framework (MOF) catalysts with coordinatively unsaturated sites. A clear linear free-energy relationship (LFER) was found between Hammett sigma m values of the linker substituents X and the rate k sub(X) of a carbonyl-ene reaction. This is the first LFER ever observed for MOF catalysts. A 56-fold increase in rate was found when the substituent is a nitro group (see picture). Functionalized linkers can greatly increase the activity of metal-organic framework (MOF) catalysts with coordinatively unsaturated sites. A clear linear free-energy relationship (LFER) was found between Hammett σ(m) values of the linker substituents X and the rate k(X) of a carbonyl-ene reaction. This is the first LFER ever observed for MOF catalysts. A 56-fold increase in rate was found when the substituent is a nitro group. Functionalized linkers can greatly increase the activity of metal-organic framework (MOF) catalysts with coordinatively unsaturated sites. A clear linear free-energy relationship (LFER) was found between Hammett σ(m) values of the linker substituents X and the rate k(X) of a carbonyl-ene reaction. This is the first LFER ever observed for MOF catalysts. A 56-fold increase in rate was found when the substituent is a nitro group.Functionalized linkers can greatly increase the activity of metal-organic framework (MOF) catalysts with coordinatively unsaturated sites. A clear linear free-energy relationship (LFER) was found between Hammett σ(m) values of the linker substituents X and the rate k(X) of a carbonyl-ene reaction. This is the first LFER ever observed for MOF catalysts. A 56-fold increase in rate was found when the substituent is a nitro group. Functionalized linkers can greatly increase the activity of metal–organic framework (MOF) catalysts with coordinatively unsaturated sites. A clear linear free‐energy relationship (LFER) was found between Hammett σm values of the linker substituents X and the rate kX of a carbonyl‐ene reaction. This is the first LFER ever observed for MOF catalysts. A 56‐fold increase in rate was found when the substituent is a nitro group (see picture).
Author	Van de Voorde, Ben De Vos, Dirk E. Vermoortele, Frederik Ameloot, Rob Vandichel, Matthias Waroquier, Michel Van Speybroeck, Veronique
Author_xml	– sequence: 1 givenname: Frederik surname: Vermoortele fullname: Vermoortele, Frederik organization: Centre for Surface Chemistry and Catalysis, Katholieke Universiteit Leuven, Kasteelpark Arenberg 23, 3001 Leuven (Belgium) – sequence: 2 givenname: Matthias surname: Vandichel fullname: Vandichel, Matthias organization: Center for Molecular Modeling, Universiteit Gent, Technologiepark 903, 9052 Zwijnaarde (Belgium) – sequence: 3 givenname: Ben surname: Van de Voorde fullname: Van de Voorde, Ben organization: Centre for Surface Chemistry and Catalysis, Katholieke Universiteit Leuven, Kasteelpark Arenberg 23, 3001 Leuven (Belgium) – sequence: 4 givenname: Rob surname: Ameloot fullname: Ameloot, Rob organization: Centre for Surface Chemistry and Catalysis, Katholieke Universiteit Leuven, Kasteelpark Arenberg 23, 3001 Leuven (Belgium) – sequence: 5 givenname: Michel surname: Waroquier fullname: Waroquier, Michel organization: Center for Molecular Modeling, Universiteit Gent, Technologiepark 903, 9052 Zwijnaarde (Belgium) – sequence: 6 givenname: Veronique surname: Van Speybroeck fullname: Van Speybroeck, Veronique email: veronique.vanspeybroeck@ugent.be organization: Center for Molecular Modeling, Universiteit Gent, Technologiepark 903, 9052 Zwijnaarde (Belgium) – sequence: 7 givenname: Dirk E. surname: De Vos fullname: De Vos, Dirk E. email: dirk.devos@biw.kuleuven.be organization: Centre for Surface Chemistry and Catalysis, Katholieke Universiteit Leuven, Kasteelpark Arenberg 23, 3001 Leuven (Belgium)
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Copyright	Copyright © 2012 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
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Notes	Belspo - No. IAP 6/27 ark:/67375/WNG-8R33G4WF-8 ArticleID:ANIE201108565 We are grateful to FWO, the Belspo (IAP 6/27), to KULeuven (CASAS Methusalem grant) and the Research Board of Ghent University (BOF) for project support. Funding was also received from the European Research Council under the European Community's Seventh Framework Programme [FP7(2007-2013) ERC grant agreement number 240483]. R.A. is a post-doctoral fellow of FWO. The computational resources were provided by Ghent University (Stevin Supercomputer Infrastructure). Research Board of Ghent University European Research Council - No. 240483 KULeuven istex:68506CA7A77636F225F0D2F7A6F3537A90F9FB0E FWO We are grateful to FWO, the Belspo (IAP 6/27), to KULeuven (CASAS Methusalem grant) and the Research Board of Ghent University (BOF) for project support. Funding was also received from the European Research Council under the European Community’s Seventh Framework Programme [FP7(2007‐2013) ERC grant agreement number 240483]. R.A. is a post‐doctoral fellow of FWO. The computational resources were provided by Ghent University (Stevin Supercomputer Infrastructure). ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14 content type line 23
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Snippet	Functionalized linkers can greatly increase the activity of metal–organic framework (MOF) catalysts with coordinatively unsaturated sites. A clear linear... Functionalized linkers can greatly increase the activity of metal-organic framework (MOF) catalysts with coordinatively unsaturated sites. A clear linear...
SourceID	proquest pubmed crossref wiley istex
SourceType	Aggregation Database Index Database Enrichment Source Publisher
StartPage	4887
SubjectTerms	Carbonyl compounds Carbonyls Catalysis Catalysts Electronics heterogeneous catalysis Lewis acid Lewis acidity metal-organic framework Metal-organic frameworks Pictures Samarium structure-activity relationships substituent effects Unsaturated
Title	Electronic Effects of Linker Substitution on Lewis Acid Catalysis with Metal-Organic Frameworks
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Volume	51
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