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Conference Paper: Effect of axial ligands on iridium(III) porphyrin complexes towards catalytic carbene C–H insertions

TitleEffect of axial ligands on iridium(III) porphyrin complexes towards catalytic carbene C–H insertions
Authors
Issue Date2014
PublisherThe Society of Porphyrins and Pthalocyanines (SPP).
Citation
The 8th International Conference on Porphyrins and Phthalocyanines (ICPP-8), Istanbul, Turkey, 22-27 June 2014. In the Book of Abstracts of 8th International Conference on Porphyrins and Phthalocyanines (ICPP-8), 2014, p. 228 How to Cite?
AbstractDirect C–H functionalization has continued to be a hot research topic in the recent decade because of the huge abundance of C–H bonds in organic molecules and the high atom-economy of this methodology. However, the high C–H bond energy and selectivity among primary / secondary / tertiary saturated C–H bonds in a single organic molecule remain the major challenges in achieving selective C–H functionalization with practical interest. In our endeavour of developing robust metalloporphyrin catalysts for selective carbene C–H insertion reactions, herein we present our work on the inter- and intramolecular carbene C–H insertions using iridium(III) porphyrin complexes as catalysts. The incorporation of carbon-based axial ligands, such as –Me, –Ph and –C≡CPh, was found to elevate the catalytic activity of iridium(III) porphyrin complexes towards inter- and intramolecular carbene C–H insertions. With the use of a D4-symmetric Halterman porphyrin ligand, enantioselective carbene C–H insertion was achieved to give the desired products in moderate to excellent isolated yields (up to 87%) with good to excellent enantioselectivity (up to 78% enantiomeric excess).
DescriptionOral Presenation
Session S02: Exotic Coordination Chemistry of Porphyrinoid Systems and its Applications
The Book of Abstracts can be viewed at: http://www.icpp-spp.org/files/19-05-14/ICPP-8_BoA.pdf
Persistent Identifierhttp://hdl.handle.net/10722/201194

 

DC FieldValueLanguage
dc.contributor.authorLo, KYen_US
dc.contributor.authorWang, JCen_US
dc.contributor.authorLam, TLen_US
dc.contributor.authorXu, ZJen_US
dc.contributor.authorChe, CMen_US
dc.date.accessioned2014-08-21T07:17:25Z-
dc.date.available2014-08-21T07:17:25Z-
dc.date.issued2014en_US
dc.identifier.citationThe 8th International Conference on Porphyrins and Phthalocyanines (ICPP-8), Istanbul, Turkey, 22-27 June 2014. In the Book of Abstracts of 8th International Conference on Porphyrins and Phthalocyanines (ICPP-8), 2014, p. 228en_US
dc.identifier.urihttp://hdl.handle.net/10722/201194-
dc.descriptionOral Presenation-
dc.descriptionSession S02: Exotic Coordination Chemistry of Porphyrinoid Systems and its Applications-
dc.descriptionThe Book of Abstracts can be viewed at: http://www.icpp-spp.org/files/19-05-14/ICPP-8_BoA.pdf-
dc.description.abstractDirect C–H functionalization has continued to be a hot research topic in the recent decade because of the huge abundance of C–H bonds in organic molecules and the high atom-economy of this methodology. However, the high C–H bond energy and selectivity among primary / secondary / tertiary saturated C–H bonds in a single organic molecule remain the major challenges in achieving selective C–H functionalization with practical interest. In our endeavour of developing robust metalloporphyrin catalysts for selective carbene C–H insertion reactions, herein we present our work on the inter- and intramolecular carbene C–H insertions using iridium(III) porphyrin complexes as catalysts. The incorporation of carbon-based axial ligands, such as –Me, –Ph and –C≡CPh, was found to elevate the catalytic activity of iridium(III) porphyrin complexes towards inter- and intramolecular carbene C–H insertions. With the use of a D4-symmetric Halterman porphyrin ligand, enantioselective carbene C–H insertion was achieved to give the desired products in moderate to excellent isolated yields (up to 87%) with good to excellent enantioselectivity (up to 78% enantiomeric excess).en_US
dc.languageengen_US
dc.publisherThe Society of Porphyrins and Pthalocyanines (SPP).-
dc.relation.ispartofInternational Conference on Porphyrins and Phthalocyanines (ICPP)en_US
dc.titleEffect of axial ligands on iridium(III) porphyrin complexes towards catalytic carbene C–H insertionsen_US
dc.typeConference_Paperen_US
dc.identifier.emailLo, KY: vkylo@hku.hken_US
dc.identifier.emailChe, CM: cmche@hku.hken_US
dc.identifier.authorityChe, CM=rp00670en_US
dc.identifier.hkuros232228en_US
dc.identifier.spage228-
dc.identifier.epage228-
dc.publisher.placeFrance-

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