2024-03-28T12:28:48Z
https://nagoya.repo.nii.ac.jp/oai
oai:nagoya.repo.nii.ac.jp:00030329
2023-01-16T04:23:38Z
320:321:322
Thiol‐Ene Cationic and Radical Reactions: Cyclization, Step‐Growth, and Concurrent Polymerizations for Thioacetal and Thioether Units
Uchiyama, Mineto
100613
Osumi, Masahiro
100614
Satoh, Kotaro
100615
Kamigaito, Masami
100616
copolymers
cyclization
polymerization
radicals
synthetic methods
Thiol‐ene cationic and radical reactions were conducted for 1:1 addition between a thiol and vinyl ether, and also for cyclization and step‐growth polymerization between a dithiol and divinyl ether. p‐Toluenesulfonic acid (PTSA) induced a cationic thiol‐ene reaction to generate a thioacetal in high yield, whereas 2,2′‐azobisisobutyronitrile resulted in a radical thiol‐ene reaction to give a thioether, also in high yield. The cationic and radical addition reactions between a dithiol and divinyl ether with oxyethylene units yielded amorphous poly(thioacetal)s and crystalline poly(thioether)s, respectively. Under high‐dilution conditions, the cationic and radical reactions resulted in 16‐ and 18‐membered cyclic thioacetal and thioether products, respectively. Furthermore, concurrent cationic and radical step‐growth polymerizations were realized using PTSA under UV irradiation to produce polymers having both thioacetal and thioether linkages in the main chain.
ファイル公開:2021-04-20
journal article
Wiley
2020-04-20
application/pdf
Angewandte Chemie International Edition
17
59
6832
6838
1433-7851
https://nagoya.repo.nii.ac.jp/record/30329/files/ANGEWANDTE_CHEMIE-INTERNATIONAL_EDITION_59_17_2020_6832-6838.pdf
eng
https://doi.org/10.1002/anie.201915132
This is the peer reviewed version of the following article: [M. Uchiyama, M. Osumi, K. Satoh, M. Kamigaito, Angew. Chem. Int. Ed. 2020 , 59 , 6832.], which has been published in final form at [https://doi.org/10.1002/anie.201915132]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.