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Conference Paper: Effect of axial ligands on iridium(III) porphyrin complexes towards catalytic carbene C–H insertions
Title | Effect of axial ligands on iridium(III) porphyrin complexes towards catalytic carbene C–H insertions |
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Authors | |
Issue Date | 2014 |
Publisher | The 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? |
Abstract | Direct 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). |
Description | Oral 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 Identifier | http://hdl.handle.net/10722/201194 |
DC Field | Value | Language |
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dc.contributor.author | Lo, KY | en_US |
dc.contributor.author | Wang, JC | en_US |
dc.contributor.author | Lam, TL | en_US |
dc.contributor.author | Xu, ZJ | en_US |
dc.contributor.author | Che, CM | en_US |
dc.date.accessioned | 2014-08-21T07:17:25Z | - |
dc.date.available | 2014-08-21T07:17:25Z | - |
dc.date.issued | 2014 | en_US |
dc.identifier.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 | en_US |
dc.identifier.uri | http://hdl.handle.net/10722/201194 | - |
dc.description | Oral Presenation | - |
dc.description | Session S02: Exotic Coordination Chemistry of Porphyrinoid Systems and its Applications | - |
dc.description | The Book of Abstracts can be viewed at: http://www.icpp-spp.org/files/19-05-14/ICPP-8_BoA.pdf | - |
dc.description.abstract | Direct 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.language | eng | en_US |
dc.publisher | The Society of Porphyrins and Pthalocyanines (SPP). | - |
dc.relation.ispartof | International Conference on Porphyrins and Phthalocyanines (ICPP) | en_US |
dc.title | Effect of axial ligands on iridium(III) porphyrin complexes towards catalytic carbene C–H insertions | en_US |
dc.type | Conference_Paper | en_US |
dc.identifier.email | Lo, KY: vkylo@hku.hk | en_US |
dc.identifier.email | Che, CM: cmche@hku.hk | en_US |
dc.identifier.authority | Che, CM=rp00670 | en_US |
dc.identifier.hkuros | 232228 | en_US |
dc.identifier.hkuros | 232234 | - |
dc.identifier.spage | 228 | - |
dc.identifier.epage | 228 | - |
dc.publisher.place | France | - |