Trifluoroethoxy-Coated Phthalocyanine Catalyzes Perfluoroalkylation of Alkenes under Visible-Light Irradiation †

We disclose herein the perfluoroalkylation of alkenes catalyzed by trifluoroethoxy-coated zinc phthalocyanine under irradiation of visible light. Perfluoroalkyl iodides were nicely incorporated into unsaturated substrates, including alkyne, to provide perfluoroalkyl and iodide adducts in moderate to...

Descripción completa

Detalles Bibliográficos
Autores principales: Matsuzaki, Kohei, Hiromura, Tomoya, Amii, Hideki, Shibata, Norio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6152348/
https://www.ncbi.nlm.nih.gov/pubmed/28686205
http://dx.doi.org/10.3390/molecules22071130
_version_ 1783357348664836096
author Matsuzaki, Kohei
Hiromura, Tomoya
Amii, Hideki
Shibata, Norio
author_facet Matsuzaki, Kohei
Hiromura, Tomoya
Amii, Hideki
Shibata, Norio
author_sort Matsuzaki, Kohei
collection PubMed
description We disclose herein the perfluoroalkylation of alkenes catalyzed by trifluoroethoxy-coated zinc phthalocyanine under irradiation of visible light. Perfluoroalkyl iodides were nicely incorporated into unsaturated substrates, including alkyne, to provide perfluoroalkyl and iodide adducts in moderate to good yields. Trifluoromethylation is also possible by trifluoromethyl iodide under the same reaction conditions. The mechanistic study is discussed.
format Online
Article
Text
id pubmed-6152348
institution National Center for Biotechnology Information
language English
publishDate 2017
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-61523482018-11-13 Trifluoroethoxy-Coated Phthalocyanine Catalyzes Perfluoroalkylation of Alkenes under Visible-Light Irradiation † Matsuzaki, Kohei Hiromura, Tomoya Amii, Hideki Shibata, Norio Molecules Article We disclose herein the perfluoroalkylation of alkenes catalyzed by trifluoroethoxy-coated zinc phthalocyanine under irradiation of visible light. Perfluoroalkyl iodides were nicely incorporated into unsaturated substrates, including alkyne, to provide perfluoroalkyl and iodide adducts in moderate to good yields. Trifluoromethylation is also possible by trifluoromethyl iodide under the same reaction conditions. The mechanistic study is discussed. MDPI 2017-07-07 /pmc/articles/PMC6152348/ /pubmed/28686205 http://dx.doi.org/10.3390/molecules22071130 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Matsuzaki, Kohei
Hiromura, Tomoya
Amii, Hideki
Shibata, Norio
Trifluoroethoxy-Coated Phthalocyanine Catalyzes Perfluoroalkylation of Alkenes under Visible-Light Irradiation †
title Trifluoroethoxy-Coated Phthalocyanine Catalyzes Perfluoroalkylation of Alkenes under Visible-Light Irradiation †
title_full Trifluoroethoxy-Coated Phthalocyanine Catalyzes Perfluoroalkylation of Alkenes under Visible-Light Irradiation †
title_fullStr Trifluoroethoxy-Coated Phthalocyanine Catalyzes Perfluoroalkylation of Alkenes under Visible-Light Irradiation †
title_full_unstemmed Trifluoroethoxy-Coated Phthalocyanine Catalyzes Perfluoroalkylation of Alkenes under Visible-Light Irradiation †
title_short Trifluoroethoxy-Coated Phthalocyanine Catalyzes Perfluoroalkylation of Alkenes under Visible-Light Irradiation †
title_sort trifluoroethoxy-coated phthalocyanine catalyzes perfluoroalkylation of alkenes under visible-light irradiation †
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6152348/
https://www.ncbi.nlm.nih.gov/pubmed/28686205
http://dx.doi.org/10.3390/molecules22071130
work_keys_str_mv AT matsuzakikohei trifluoroethoxycoatedphthalocyaninecatalyzesperfluoroalkylationofalkenesundervisiblelightirradiation
AT hiromuratomoya trifluoroethoxycoatedphthalocyaninecatalyzesperfluoroalkylationofalkenesundervisiblelightirradiation
AT amiihideki trifluoroethoxycoatedphthalocyaninecatalyzesperfluoroalkylationofalkenesundervisiblelightirradiation
AT shibatanorio trifluoroethoxycoatedphthalocyaninecatalyzesperfluoroalkylationofalkenesundervisiblelightirradiation

Ejemplares similares