Photochemically Enabled, Ni-Catalyzed Cyanation of Aryl Halides
A light-promoted Ni-catalyzed cyanation of aryl halides employing 1,4-dicyanobenzene as a cyanating agent is reported. A broad array of aryl bromides, chlorides, and druglike molecules could be converted into their corresponding nitriles (65 examples). Mechanistic studies suggest that upon irradiation, the oxidative addition product Ni(II)(dtbbpy)(p-C6H4CN)(CN) undergoes homolytic cleavage of the Ni-aryl bond to generate an aryl radical and a Ni(I)-CN species, the latter of which initiates subsequent cyanation reactions.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2022 |
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| Erschienen: |
2022 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:24 |
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| Enthalten in: |
Organic letters - 24(2022), 12 vom: 01. Apr., Seite 2271-2275 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Yan, Yonggang [VerfasserIn] |
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| Links: |
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| Themen: |
Bromides |
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| Anmerkungen: |
Date Completed 05.04.2022 Date Revised 16.05.2022 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1021/acs.orglett.2c00203 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM338464719 |
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| 500 | |a Citation Status MEDLINE | ||
| 520 | |a A light-promoted Ni-catalyzed cyanation of aryl halides employing 1,4-dicyanobenzene as a cyanating agent is reported. A broad array of aryl bromides, chlorides, and druglike molecules could be converted into their corresponding nitriles (65 examples). Mechanistic studies suggest that upon irradiation, the oxidative addition product Ni(II)(dtbbpy)(p-C6H4CN)(CN) undergoes homolytic cleavage of the Ni-aryl bond to generate an aryl radical and a Ni(I)-CN species, the latter of which initiates subsequent cyanation reactions | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Research Support, Non-U.S. Gov't | |
| 650 | 7 | |a Bromides |2 NLM | |
| 650 | 7 | |a Chlorides |2 NLM | |
| 700 | 1 | |a Sun, Jinjin |e verfasserin |4 aut | |
| 700 | 1 | |a Li, Gang |e verfasserin |4 aut | |
| 700 | 1 | |a Yang, Liu |e verfasserin |4 aut | |
| 700 | 1 | |a Zhang, Wei |e verfasserin |4 aut | |
| 700 | 1 | |a Cao, Rui |e verfasserin |4 aut | |
| 700 | 1 | |a Wang, Chao |e verfasserin |4 aut | |
| 700 | 1 | |a Xiao, Jianliang |e verfasserin |4 aut | |
| 700 | 1 | |a Xue, Dong |e verfasserin |4 aut | |
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