Selenium-Epoxy ‘Click’ Reaction and Se-Alkylation—Efficient Access to Organo-Selenium and Selenonium Compounds
This work establishes the ‘click’ nature of the base-catalyzed oxirane ring opening reaction by the selenolate nucleophile. The ‘click’-generated ß-hydroxy selenide can be alkylated to afford cationic selenium species. Hemolytic studies suggest that selenonium cations do not lyse red blood cells eve...
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MDPI AG
2020-10-01
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Online Access: | https://www.mdpi.com/2624-8549/2/4/54 |
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author | Taejun Eom Anzar Khan |
author_facet | Taejun Eom Anzar Khan |
author_sort | Taejun Eom |
collection | DOAJ |
description | This work establishes the ‘click’ nature of the base-catalyzed oxirane ring opening reaction by the selenolate nucleophile. The ‘click’-generated ß-hydroxy selenide can be alkylated to afford cationic selenium species. Hemolytic studies suggest that selenonium cations do not lyse red blood cells even at high concentrations. Overall, these results indicate the future applicability of the developed organo-selenium chemistry in the preparation of a new class of cationic materials based on the seleno-ether motif. |
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institution | Directory Open Access Journal |
issn | 2624-8549 |
language | English |
last_indexed | 2024-03-10T15:49:21Z |
publishDate | 2020-10-01 |
publisher | MDPI AG |
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series | Chemistry |
spelling | doaj.art-055397b082d34c03aec92214192507142023-11-20T16:07:45ZengMDPI AGChemistry2624-85492020-10-012482783610.3390/chemistry2040054Selenium-Epoxy ‘Click’ Reaction and Se-Alkylation—Efficient Access to Organo-Selenium and Selenonium CompoundsTaejun Eom0Anzar Khan1Department of Chemical and Biological Engineering, Korea University, 145 Anam-Ro, Seongbuk-Gu, Seoul 02841, KoreaDepartment of Chemical and Biological Engineering, Korea University, 145 Anam-Ro, Seongbuk-Gu, Seoul 02841, KoreaThis work establishes the ‘click’ nature of the base-catalyzed oxirane ring opening reaction by the selenolate nucleophile. The ‘click’-generated ß-hydroxy selenide can be alkylated to afford cationic selenium species. Hemolytic studies suggest that selenonium cations do not lyse red blood cells even at high concentrations. Overall, these results indicate the future applicability of the developed organo-selenium chemistry in the preparation of a new class of cationic materials based on the seleno-ether motif.https://www.mdpi.com/2624-8549/2/4/54‘click’ chemistryoxirane ring opening reactionorgano-seleniumorgano-selenonium |
spellingShingle | Taejun Eom Anzar Khan Selenium-Epoxy ‘Click’ Reaction and Se-Alkylation—Efficient Access to Organo-Selenium and Selenonium Compounds Chemistry ‘click’ chemistry oxirane ring opening reaction organo-selenium organo-selenonium |
title | Selenium-Epoxy ‘Click’ Reaction and Se-Alkylation—Efficient Access to Organo-Selenium and Selenonium Compounds |
title_full | Selenium-Epoxy ‘Click’ Reaction and Se-Alkylation—Efficient Access to Organo-Selenium and Selenonium Compounds |
title_fullStr | Selenium-Epoxy ‘Click’ Reaction and Se-Alkylation—Efficient Access to Organo-Selenium and Selenonium Compounds |
title_full_unstemmed | Selenium-Epoxy ‘Click’ Reaction and Se-Alkylation—Efficient Access to Organo-Selenium and Selenonium Compounds |
title_short | Selenium-Epoxy ‘Click’ Reaction and Se-Alkylation—Efficient Access to Organo-Selenium and Selenonium Compounds |
title_sort | selenium epoxy click reaction and se alkylation efficient access to organo selenium and selenonium compounds |
topic | ‘click’ chemistry oxirane ring opening reaction organo-selenium organo-selenonium |
url | https://www.mdpi.com/2624-8549/2/4/54 |
work_keys_str_mv | AT taejuneom seleniumepoxyclickreactionandsealkylationefficientaccesstoorganoseleniumandselenoniumcompounds AT anzarkhan seleniumepoxyclickreactionandsealkylationefficientaccesstoorganoseleniumandselenoniumcompounds |