Photoinduced cross-coupling of aryl Iodides with alkenes

A protocol for photoinduced cross-coupling of aryl iodides having polar π-functional groups or elongated π-conjugation with alkenes has been developed. The radical cascade mechanism involving generation of aryl radicals via C-I bond homolysis of photoexcited aryl iodides and their subsequent additio...

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Main Authors: Liu, Yuliang, Li, Haoyu, Chiba, Shunsuke
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2022
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Online Access:https://hdl.handle.net/10356/154830
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1548302023-02-28T19:58:28Z Photoinduced cross-coupling of aryl Iodides with alkenes Liu, Yuliang Li, Haoyu Chiba, Shunsuke School of Physical and Mathematical Sciences Science::Chemistry Hydrocarbons Anions A protocol for photoinduced cross-coupling of aryl iodides having polar π-functional groups or elongated π-conjugation with alkenes has been developed. The radical cascade mechanism involving generation of aryl radicals via C-I bond homolysis of photoexcited aryl iodides and their subsequent addition to alkenes is proposed. The method enables iodide-selective cross-coupling over other halogen leaving groups with functional group compatibility on both arene and alkene motifs. Ministry of Education (MOE) Nanyang Technological University Accepted version This work was supported by funding from Nanyang Technological University (NTU) and the Singapore Ministry of Education (Academic Research Fund Tier 2: MOE2017-T2-1-064) (for S.C.). 2022-01-13T05:31:07Z 2022-01-13T05:31:07Z 2021 Journal Article Liu, Y., Li, H. & Chiba, S. (2021). Photoinduced cross-coupling of aryl Iodides with alkenes. Organic Letters, 23(2), 427-432. https://dx.doi.org/10.1021/acs.orglett.0c03935 1523-7060 https://hdl.handle.net/10356/154830 10.1021/acs.orglett.0c03935 33404249 2-s2.0-85099667380 2 23 427 432 en MOE2017-T2-1-064 Organic Letters This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.0c03935. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
Hydrocarbons
Anions
spellingShingle Science::Chemistry
Hydrocarbons
Anions
Liu, Yuliang
Li, Haoyu
Chiba, Shunsuke
Photoinduced cross-coupling of aryl Iodides with alkenes
description A protocol for photoinduced cross-coupling of aryl iodides having polar π-functional groups or elongated π-conjugation with alkenes has been developed. The radical cascade mechanism involving generation of aryl radicals via C-I bond homolysis of photoexcited aryl iodides and their subsequent addition to alkenes is proposed. The method enables iodide-selective cross-coupling over other halogen leaving groups with functional group compatibility on both arene and alkene motifs.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Liu, Yuliang
Li, Haoyu
Chiba, Shunsuke
format Article
author Liu, Yuliang
Li, Haoyu
Chiba, Shunsuke
author_sort Liu, Yuliang
title Photoinduced cross-coupling of aryl Iodides with alkenes
title_short Photoinduced cross-coupling of aryl Iodides with alkenes
title_full Photoinduced cross-coupling of aryl Iodides with alkenes
title_fullStr Photoinduced cross-coupling of aryl Iodides with alkenes
title_full_unstemmed Photoinduced cross-coupling of aryl Iodides with alkenes
title_sort photoinduced cross-coupling of aryl iodides with alkenes
publishDate 2022
url https://hdl.handle.net/10356/154830
_version_ 1759856772335534080