Hydroxy- and Hydro-Perfluoroalkylation of Styrenes by Controlling the Quenching Cycle of Eosin Y
Fluoroalkyl compounds are widely used, underscoring a pressing need for the development of methods for their synthesis. However, reports on perfluoroalkylation to styrenes have been sparse. In this study, both hydroxy- and hydro-perfluoroalkylation of styrene were achieved using visible light reacti...
Main Authors: | , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
MDPI AG
2023-11-01
|
Series: | Molecules |
Subjects: | |
Online Access: | https://www.mdpi.com/1420-3049/28/22/7577 |
_version_ | 1797458261724626944 |
---|---|
author | Haruko Shibata Moeko Nakayama Koto Tagami Tadashi Kanbara Tomoko Yajima |
author_facet | Haruko Shibata Moeko Nakayama Koto Tagami Tadashi Kanbara Tomoko Yajima |
author_sort | Haruko Shibata |
collection | DOAJ |
description | Fluoroalkyl compounds are widely used, underscoring a pressing need for the development of methods for their synthesis. However, reports on perfluoroalkylation to styrenes have been sparse. In this study, both hydroxy- and hydro-perfluoroalkylation of styrene were achieved using visible light reactions, catalyzed by eosin Y, by selecting appropriate additives and controlling the eosin Y quenching cycle. These reactions are heavy-metal free, use water as the hydroxyl or hydrogen source, and employ inexpensive and readily available reagents. |
first_indexed | 2024-03-09T16:34:33Z |
format | Article |
id | doaj.art-aa9fdb6fd94641bd871c231bee46bb1d |
institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-03-09T16:34:33Z |
publishDate | 2023-11-01 |
publisher | MDPI AG |
record_format | Article |
series | Molecules |
spelling | doaj.art-aa9fdb6fd94641bd871c231bee46bb1d2023-11-24T14:58:18ZengMDPI AGMolecules1420-30492023-11-012822757710.3390/molecules28227577Hydroxy- and Hydro-Perfluoroalkylation of Styrenes by Controlling the Quenching Cycle of Eosin YHaruko Shibata0Moeko Nakayama1Koto Tagami2Tadashi Kanbara3Tomoko Yajima4Department of Chemistry, Ochanomizu University, 2-1-1 Otsuka, Bukyo-ku, Tokyo 104-8610, JapanDepartment of Chemistry, Ochanomizu University, 2-1-1 Otsuka, Bukyo-ku, Tokyo 104-8610, JapanDepartment of Chemistry, Ochanomizu University, 2-1-1 Otsuka, Bukyo-ku, Tokyo 104-8610, JapanDepartment of Chemistry, Ochanomizu University, 2-1-1 Otsuka, Bukyo-ku, Tokyo 104-8610, JapanDepartment of Chemistry, Ochanomizu University, 2-1-1 Otsuka, Bukyo-ku, Tokyo 104-8610, JapanFluoroalkyl compounds are widely used, underscoring a pressing need for the development of methods for their synthesis. However, reports on perfluoroalkylation to styrenes have been sparse. In this study, both hydroxy- and hydro-perfluoroalkylation of styrene were achieved using visible light reactions, catalyzed by eosin Y, by selecting appropriate additives and controlling the eosin Y quenching cycle. These reactions are heavy-metal free, use water as the hydroxyl or hydrogen source, and employ inexpensive and readily available reagents.https://www.mdpi.com/1420-3049/28/22/7577perfluoroalkylationphotoredox catalyststyreneeosin Y |
spellingShingle | Haruko Shibata Moeko Nakayama Koto Tagami Tadashi Kanbara Tomoko Yajima Hydroxy- and Hydro-Perfluoroalkylation of Styrenes by Controlling the Quenching Cycle of Eosin Y Molecules perfluoroalkylation photoredox catalyst styrene eosin Y |
title | Hydroxy- and Hydro-Perfluoroalkylation of Styrenes by Controlling the Quenching Cycle of Eosin Y |
title_full | Hydroxy- and Hydro-Perfluoroalkylation of Styrenes by Controlling the Quenching Cycle of Eosin Y |
title_fullStr | Hydroxy- and Hydro-Perfluoroalkylation of Styrenes by Controlling the Quenching Cycle of Eosin Y |
title_full_unstemmed | Hydroxy- and Hydro-Perfluoroalkylation of Styrenes by Controlling the Quenching Cycle of Eosin Y |
title_short | Hydroxy- and Hydro-Perfluoroalkylation of Styrenes by Controlling the Quenching Cycle of Eosin Y |
title_sort | hydroxy and hydro perfluoroalkylation of styrenes by controlling the quenching cycle of eosin y |
topic | perfluoroalkylation photoredox catalyst styrene eosin Y |
url | https://www.mdpi.com/1420-3049/28/22/7577 |
work_keys_str_mv | AT harukoshibata hydroxyandhydroperfluoroalkylationofstyrenesbycontrollingthequenchingcycleofeosiny AT moekonakayama hydroxyandhydroperfluoroalkylationofstyrenesbycontrollingthequenchingcycleofeosiny AT kototagami hydroxyandhydroperfluoroalkylationofstyrenesbycontrollingthequenchingcycleofeosiny AT tadashikanbara hydroxyandhydroperfluoroalkylationofstyrenesbycontrollingthequenchingcycleofeosiny AT tomokoyajima hydroxyandhydroperfluoroalkylationofstyrenesbycontrollingthequenchingcycleofeosiny |