| アイテムタイプ |
文献 / Documents(1) |
| 公開日 |
2022-01-11 |
| アクセス権 |
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アクセス権 |
open access |
| 資源タイプ |
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資源タイプ識別子 |
http://purl.org/coar/resource_type/c_6501 |
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資源タイプ |
journal article |
| 出版社版DOI |
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関連識別子 |
https://doi.org/10.1016/j.polymer.2021.123823 |
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関連名称 |
10.1016/j.polymer.2021.123823 |
| 出版タイプ |
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出版タイプ |
AM |
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出版タイプResource |
http://purl.org/coar/version/c_ab4af688f83e57aa |
| タイトル |
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タイトル |
Hydrogen-bond-assisted asymmetric radical cyclopolymerization of N-allyl-N-tert-butylacrylamide in the presence of chiral tartrates |
| 著者 |
平野, 朋広
フジタ, ヨウスケ
シノミヤ, ミキ
荒川, 幸弘
八木下, 史敏
江本, 顕雄
押村, 美幸
右手, 浩一
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| 抄録 |
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内容記述 |
Low-temperature radical polymerization of achiral N-allyl-N-tert-butylacrylamide (AltBAAm) was conducted in toluene in the presence of chiral tartrates, such as diethyl L-tartrate (L-EtTar) and di-n-butyl L-tartrate. The 1H NMR spectra of the polymers obtained indicated progress of cyclopolymerization at low temperatures such as –80 °C. Optical properties of the poly(AltBAAm)s examined by optical rotation and circular dichroism measurements indicated asymmetric induction in the cyclopolymerization of achiral AltBAAm. For example, addition of L-EtTar at –80 °C provided the polymer with specific rotation of –4.8°. The tert-butyl groups of poly(AltBAAm)s were removed by treatment with CF3SO3H, transforming into poly(N-allylacrylamide)s [poly(AlAAm)s]. Then, stereochemistry in the stereorepeating unit was investigated by comparing 1H NMR signals of the poly(AlAAm)s with those of model compounds, cis- and trans-3-ethyl-4-methyl-2-pyrrolidones. Taking the negative specific rotation values of the poly(AltBAAm)s obtained with L-tartrates into account, it was revealed that (3S,4S)-trans-unit was predominantly formed through the hydrogen-bond-assisted complex formation of AltBAAm with L-tartrates. |
| キーワード |
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主題 |
Radical cyclopolymerization |
| キーワード |
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主題 |
Asymmetric induction |
| キーワード |
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主題 |
Hydrogen bonding interaction |
| 書誌情報 |
en : Polymer
巻 226,
p. 123823,
発行日 2021-05-04
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| 収録物ID |
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収録物識別子タイプ |
ISSN |
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収録物識別子 |
00323861 |
| 収録物ID |
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収録物識別子タイプ |
NCID |
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収録物識別子 |
AA11537383 |
| 出版者 |
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出版者 |
Elsevier |
| 権利情報 |
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権利情報 |
© 2021. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/ |
| EID |
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識別子 |
375181 |
| 言語 |
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言語 |
eng |
polymer_226_123823.pdf (1.06 MB)
