Tuning the Stereoselectivity of an Intramolecular Aldol Reaction by Precisely Modifying a Metal-Organic Framework Catalyst

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dc.citation.issue12
dc.citation.volume17
dc.contributor.authorCornelio J
dc.contributor.authorTelfer SG
dc.coverage.spatialGermany
dc.date.accessioned2024-01-11T00:19:03Z
dc.date.accessioned2024-07-25T06:47:08Z
dc.date.available2022-05-23
dc.date.available2024-01-11T00:19:03Z
dc.date.available2024-07-25T06:47:08Z
dc.date.issued2022-06-15
dc.description.abstractWe report the catalysis of an enantioselective, intramolecular aldol reaction accelerated by an organocatalyst embedded in a series of multicomponent metal-organic frameworks. By precisely programming the pore microenvironment around the site of catalysis, we show how important features of an intramolecular aldol reaction can be tuned, such as the substrate consumption, enantioselectivity, and degree of dehydration of the products. This tunability arises from non-covalent interactions between the reaction participants and modulator groups that occupy positions in the framework remote from the catalytic site. Further, the catalytic moiety can be switched form one framework linker to another. Deliberately building up microenvironments that can influence the outcome of reaction processes in this way is not possible in conventional homogenous catalysts but is reminiscent of enzymes.
dc.description.confidentialfalse
dc.format.paginatione202200243-
dc.identifier.author-urlhttps://www.ncbi.nlm.nih.gov/pubmed/35466580
dc.identifier.citationCornelio J, Telfer SG. (2022). Tuning the Stereoselectivity of an Intramolecular Aldol Reaction by Precisely Modifying a Metal-Organic Framework Catalyst.. Chem Asian J. 17. 12. (pp. e202200243-).
dc.identifier.doi10.1002/asia.202200243
dc.identifier.eissn1861-471X
dc.identifier.elements-typejournal-article
dc.identifier.issn1861-4728
dc.identifier.numbere202200243
dc.identifier.urihttps://mro.massey.ac.nz/handle/10179/70867
dc.languageeng
dc.publisherWiley-VCH GmbH
dc.publisher.urihttps://onlinelibrary.wiley.com/doi/10.1002/asia.202200243
dc.relation.isPartOfChem Asian J
dc.rights(c) 2022 The Author/s
dc.rightsCC BY 4.0
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/
dc.subjectaldol reaction
dc.subjectheterogenous catalysis• intramolecular reactions
dc.subjectmetal-organic frameworks
dc.subjectorganocatalysis
dc.subjectAldehydes
dc.subjectCatalysis
dc.subjectHumans
dc.subjectMetal-Organic Frameworks
dc.subjectStereoisomerism
dc.titleTuning the Stereoselectivity of an Intramolecular Aldol Reaction by Precisely Modifying a Metal-Organic Framework Catalyst
dc.typeJournal article
pubs.elements-id453594
pubs.organisational-groupOther
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