Pyridine N-oxide catalyzed living radical polymerization of methacrylates via halogen bonding catalysis
The paper reports the generation of a carbon-center radical (R•) from an alkyl iodide (R-I) via a halogen bonding catalysis using pyridine N-oxide (PO) catalysts. The use of this catalysis in organocatalyzed living radical polymerization was systematically studied over a series of substituted POs. A...
| Main Authors: | , , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
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2020
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| Online Access: | https://hdl.handle.net/10356/137698 |
| _version_ | 1824456347568046080 |
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| author | Xu, Haiyan Wang, Chen-Gang Lu, Yunpeng Goto, Atsushi |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Xu, Haiyan Wang, Chen-Gang Lu, Yunpeng Goto, Atsushi |
| author_sort | Xu, Haiyan |
| collection | NTU |
| description | The paper reports the generation of a carbon-center radical (R•) from an alkyl iodide (R-I) via a halogen bonding catalysis using pyridine N-oxide (PO) catalysts. The use of this catalysis in organocatalyzed living radical polymerization was systematically studied over a series of substituted POs. A more electron-donating substitute led to a higher catalytic activity, as experimentally observed and theoretically supported by DFT (density functional theory) calculation. Notably, the polymerization was induced and controlled not only by thermal heating but also by photoirradiation. The polymerization was compatible with several functional monomers and afforded block copolymers. |
| first_indexed | 2025-02-19T03:52:40Z |
| format | Journal Article |
| id | ntu-10356/137698 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2025-02-19T03:52:40Z |
| publishDate | 2020 |
| record_format | dspace |
| spelling | ntu-10356/1376982023-02-28T19:21:14Z Pyridine N-oxide catalyzed living radical polymerization of methacrylates via halogen bonding catalysis Xu, Haiyan Wang, Chen-Gang Lu, Yunpeng Goto, Atsushi School of Physical and Mathematical Sciences Science::Chemistry Monomers Polymerization The paper reports the generation of a carbon-center radical (R•) from an alkyl iodide (R-I) via a halogen bonding catalysis using pyridine N-oxide (PO) catalysts. The use of this catalysis in organocatalyzed living radical polymerization was systematically studied over a series of substituted POs. A more electron-donating substitute led to a higher catalytic activity, as experimentally observed and theoretically supported by DFT (density functional theory) calculation. Notably, the polymerization was induced and controlled not only by thermal heating but also by photoirradiation. The polymerization was compatible with several functional monomers and afforded block copolymers. MOE (Min. of Education, S’pore) Accepted version 2020-04-09T03:12:05Z 2020-04-09T03:12:05Z 2019 Journal Article Xu, H., Wang, C.-G., Lu, Y., & Goto, A. (2019). Pyridine N-oxide catalyzed living radical polymerization of methacrylates via halogen bonding catalysis. Macromolecules, 52(5), 2156-2163. doi:10.1021/acs.macromol.9b00006 0024-9297 https://hdl.handle.net/10356/137698 10.1021/acs.macromol.9b00006 2-s2.0-85062892239 5 52 2156 2163 en Macromolecules This document is the Accepted Manuscript version of a Published Work that appeared in final form in Macromolecules, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.macromol.9b00006 application/pdf |
| spellingShingle | Science::Chemistry Monomers Polymerization Xu, Haiyan Wang, Chen-Gang Lu, Yunpeng Goto, Atsushi Pyridine N-oxide catalyzed living radical polymerization of methacrylates via halogen bonding catalysis |
| title | Pyridine N-oxide catalyzed living radical polymerization of methacrylates via halogen bonding catalysis |
| title_full | Pyridine N-oxide catalyzed living radical polymerization of methacrylates via halogen bonding catalysis |
| title_fullStr | Pyridine N-oxide catalyzed living radical polymerization of methacrylates via halogen bonding catalysis |
| title_full_unstemmed | Pyridine N-oxide catalyzed living radical polymerization of methacrylates via halogen bonding catalysis |
| title_short | Pyridine N-oxide catalyzed living radical polymerization of methacrylates via halogen bonding catalysis |
| title_sort | pyridine n oxide catalyzed living radical polymerization of methacrylates via halogen bonding catalysis |
| topic | Science::Chemistry Monomers Polymerization |
| url | https://hdl.handle.net/10356/137698 |
| work_keys_str_mv | AT xuhaiyan pyridinenoxidecatalyzedlivingradicalpolymerizationofmethacrylatesviahalogenbondingcatalysis AT wangchengang pyridinenoxidecatalyzedlivingradicalpolymerizationofmethacrylatesviahalogenbondingcatalysis AT luyunpeng pyridinenoxidecatalyzedlivingradicalpolymerizationofmethacrylatesviahalogenbondingcatalysis AT gotoatsushi pyridinenoxidecatalyzedlivingradicalpolymerizationofmethacrylatesviahalogenbondingcatalysis |