Thiol-Michael coupling and ring-opening metathesis polymerization: Facile access to functional exo-7-oxanorbornene dendron macromonomers
This paper describes the synthesis of the 2- and 4-functional acrylic exo-7-oxanorbornene species 2-((2-((3aR,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-epoxyisoindol-2-yl)ethoxy) carbonyl)-2-methylpropane-1,3-diyl diacrylate and (((2-((2-((3aR,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-epoxyi...
| Main Authors: | , , |
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| Format: | Journal Article |
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John Wiley and Sons Ltd
2014
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| Online Access: | http://hdl.handle.net/20.500.11937/6395 |
| _version_ | 1848745064339079168 |
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| author | Liu, M. Burford, R. Lowe, Andrew |
| author_facet | Liu, M. Burford, R. Lowe, Andrew |
| author_sort | Liu, M. |
| building | Curtin Institutional Repository |
| collection | Online Access |
| description | This paper describes the synthesis of the 2- and 4-functional acrylic exo-7-oxanorbornene species 2-((2-((3aR,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-epoxyisoindol-2-yl)ethoxy) carbonyl)-2-methylpropane-1,3-diyl diacrylate and (((2-((2-((3aR,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-epoxyisoindol-2-yl)ethoxy) carbonyl)-2-methylpropane-1,3-diyl)bis(oxy))bis(carbonyl))bis(2-methylpropane-2,1,3-triyl) tetraacrylate, and their use as common precursors for the preparation of a small library of dendronized thioether adducts via nucleophile-mediated thiol-Michael coupling chemistry. We subsequently demonstrate that the dendronized monomers can be (co)polymerized via ring-opening metathesis polymerization employing Grubbs'-type Ru-based initiators to give novel functional dendronized (co)polymers of predictable molecular weights and acceptable dispersities (ĐM = inline image w/ inline image n). |
| first_indexed | 2025-11-14T06:11:25Z |
| format | Journal Article |
| id | curtin-20.500.11937-6395 |
| institution | Curtin University Malaysia |
| institution_category | Local University |
| last_indexed | 2025-11-14T06:11:25Z |
| publishDate | 2014 |
| publisher | John Wiley and Sons Ltd |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | curtin-20.500.11937-63952017-09-13T14:42:52Z Thiol-Michael coupling and ring-opening metathesis polymerization: Facile access to functional exo-7-oxanorbornene dendron macromonomers Liu, M. Burford, R. Lowe, Andrew This paper describes the synthesis of the 2- and 4-functional acrylic exo-7-oxanorbornene species 2-((2-((3aR,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-epoxyisoindol-2-yl)ethoxy) carbonyl)-2-methylpropane-1,3-diyl diacrylate and (((2-((2-((3aR,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-epoxyisoindol-2-yl)ethoxy) carbonyl)-2-methylpropane-1,3-diyl)bis(oxy))bis(carbonyl))bis(2-methylpropane-2,1,3-triyl) tetraacrylate, and their use as common precursors for the preparation of a small library of dendronized thioether adducts via nucleophile-mediated thiol-Michael coupling chemistry. We subsequently demonstrate that the dendronized monomers can be (co)polymerized via ring-opening metathesis polymerization employing Grubbs'-type Ru-based initiators to give novel functional dendronized (co)polymers of predictable molecular weights and acceptable dispersities (ĐM = inline image w/ inline image n). 2014 Journal Article http://hdl.handle.net/20.500.11937/6395 10.1002/pi.4664 John Wiley and Sons Ltd restricted |
| spellingShingle | Liu, M. Burford, R. Lowe, Andrew Thiol-Michael coupling and ring-opening metathesis polymerization: Facile access to functional exo-7-oxanorbornene dendron macromonomers |
| title | Thiol-Michael coupling and ring-opening metathesis polymerization: Facile access to functional exo-7-oxanorbornene dendron macromonomers |
| title_full | Thiol-Michael coupling and ring-opening metathesis polymerization: Facile access to functional exo-7-oxanorbornene dendron macromonomers |
| title_fullStr | Thiol-Michael coupling and ring-opening metathesis polymerization: Facile access to functional exo-7-oxanorbornene dendron macromonomers |
| title_full_unstemmed | Thiol-Michael coupling and ring-opening metathesis polymerization: Facile access to functional exo-7-oxanorbornene dendron macromonomers |
| title_short | Thiol-Michael coupling and ring-opening metathesis polymerization: Facile access to functional exo-7-oxanorbornene dendron macromonomers |
| title_sort | thiol-michael coupling and ring-opening metathesis polymerization: facile access to functional exo-7-oxanorbornene dendron macromonomers |
| url | http://hdl.handle.net/20.500.11937/6395 |