Oxo-Thiolation of Cationically Polymerizable Alkenes Using Flow Microreactors

Yosuke Ashikari; Kodai Saito; Toshiki Nokami; Jun-Ichi Yoshida; Aiichiro Nagaki

doi:10.1002/chem.201903426

Oxo-Thiolation of Cationically Polymerizable Alkenes Using Flow Microreactors

Chemistry. 2019 Dec 2;25(67):15239-15243. doi: 10.1002/chem.201903426. Epub 2019 Oct 21.

Authors

Yosuke Ashikari¹, Kodai Saito², Toshiki Nokami³, Jun-Ichi Yoshida⁴, Aiichiro Nagaki¹

Affiliations

¹ Department of Synthetic and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto, 615-8510, Japan.
² Department of Chemistry, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, 223-8522, Japan.
³ Department of Chemistry and Biotechnology and Center for Research on Green Sustainable Chemistry, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori, 680-8552, Japan.
⁴ National Institute of Technology, Suzuka College, Shiroko-cho, Suzuka, Mie, 510-0294, Japan.

PMID: 31414708
DOI: 10.1002/chem.201903426

Abstract

The present study describes the cationic oxo-thiolation of polymerizable alkenes by using highly reactive cationic species generated by anodic oxidation. These highly reactive cations were able to activate alkenes before their polymerization. Fast mixing in flow microreactors effectively controlled chemoselectivity, enabling higher reaction temperatures.

Keywords: alkenes; anodic oxidation; cationics; electrochemistry; flow microreactors; polymerization.

Abstract

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