Acceptorless Dehydrogenation of N‐Heterocycles by Merging Visible‐Light Photoredox Catalysis and Cobalt Catalysis
Herein, the first acceptorless dehydrogenation of tetrahydroquinolines (THQs), indolines, and other related N‐heterocycles, by merging visible‐light photoredox catalysis and cobalt catalysis at ambient temperature, is described. The potential applications to organic transformations and hydrogen‐stor...
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| Published in | Angewandte Chemie International Edition Vol. 56; no. 11; pp. 3080 - 3084 |
|---|---|
| Main Authors | , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
WEINHEIM
Wiley
06.03.2017
Wiley Subscription Services, Inc |
| Edition | International ed. in English |
| Subjects | |
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| Abstract | Herein, the first acceptorless dehydrogenation of tetrahydroquinolines (THQs), indolines, and other related N‐heterocycles, by merging visible‐light photoredox catalysis and cobalt catalysis at ambient temperature, is described. The potential applications to organic transformations and hydrogen‐storage materials are demonstrated. Primary mechanistic investigations indicate that the catalytic cycle occurs predominantly by an oxidative quenching pathway.
Cobalt and blue: The titled method is utilized for the reversible dehydrogenation‐hydrogenation protocol at ambient temperature under mild reaction conditions. Primary mechanistic investigations indicate that the catalytic cycle relies predominantly on an oxidative quenching pathway. |
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| AbstractList | Herein, the first acceptorless dehydrogenation of tetrahydroquinolines (THQs), indolines, and other related N-heterocycles, by merging visible-light photoredox catalysis and cobalt catalysis at ambient temperature, is described. The potential applications to organic transformations and hydrogen-storage materials are demonstrated. Primary mechanistic investigations indicate that the catalytic cycle occurs predominantly by an oxidative quenching pathway.Herein, the first acceptorless dehydrogenation of tetrahydroquinolines (THQs), indolines, and other related N-heterocycles, by merging visible-light photoredox catalysis and cobalt catalysis at ambient temperature, is described. The potential applications to organic transformations and hydrogen-storage materials are demonstrated. Primary mechanistic investigations indicate that the catalytic cycle occurs predominantly by an oxidative quenching pathway. Herein, the first acceptorless dehydrogenation of tetrahydroquinolines (THQs), indolines, and other related N‐heterocycles, by merging visible‐light photoredox catalysis and cobalt catalysis at ambient temperature, is described. The potential applications to organic transformations and hydrogen‐storage materials are demonstrated. Primary mechanistic investigations indicate that the catalytic cycle occurs predominantly by an oxidative quenching pathway. Cobalt and blue: The titled method is utilized for the reversible dehydrogenation‐hydrogenation protocol at ambient temperature under mild reaction conditions. Primary mechanistic investigations indicate that the catalytic cycle relies predominantly on an oxidative quenching pathway. Herein, the first acceptorless dehydrogenation of tetrahydroquinolines (THQs), indolines, and other related N-heterocycles, by merging visible-light photoredox catalysis and cobalt catalysis at ambient temperature, is described. The potential applications to organic transformations and hydrogen-storage materials are demonstrated. Primary mechanistic investigations indicate that the catalytic cycle occurs predominantly by an oxidative quenching pathway. |
| Author | He, Ke‐Han Tan, Fang‐Fang Yang, Xiao‐Long Zhou, Chao‐Zheng Li, Yang Zhou, Gui‐Jiang |
| Author_xml | – sequence: 1 givenname: Ke‐Han surname: He fullname: He, Ke‐Han organization: Xi'an Jiaotong University – sequence: 2 givenname: Fang‐Fang surname: Tan fullname: Tan, Fang‐Fang organization: Xi'an Jiaotong University – sequence: 3 givenname: Chao‐Zheng surname: Zhou fullname: Zhou, Chao‐Zheng organization: Xi'an Jiaotong University – sequence: 4 givenname: Gui‐Jiang surname: Zhou fullname: Zhou, Gui‐Jiang organization: Xi'an Jiaotong University – sequence: 5 givenname: Xiao‐Long surname: Yang fullname: Yang, Xiao‐Long organization: Xi'an Jiaotong University – sequence: 6 givenname: Yang surname: Li fullname: Li, Yang email: liyang79@mail.xjtu.edu.cn organization: Xi'an Jiaotong University |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/28156039$$D View this record in MEDLINE/PubMed |
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| Keywords | SYSTEM OXIDATION NITROGEN-HETEROCYCLES reaction mechanisms INDOLINES REVERSIBLE DEHYDROGENATION cobalt HYDROGEN STORAGE ALCOHOLS QUINOLINE heterocycles photochemistry TETRAHYDROQUINOLINES dehydrogenation DERIVATIVES |
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| Snippet | Herein, the first acceptorless dehydrogenation of tetrahydroquinolines (THQs), indolines, and other related N‐heterocycles, by merging visible‐light photoredox... Herein, the first acceptorless dehydrogenation of tetrahydroquinolines (THQs), indolines, and other related N-heterocycles, by merging visible-light photoredox... |
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| SubjectTerms | Ambient temperature Catalysis Chemistry Chemistry, Multidisciplinary Cobalt Dehydrogenation heterocycles Heterocyclic compounds Hydrogen storage materials photochemistry Photoredox catalysis Physical Sciences Quenching reaction mechanisms Science & Technology |
| Title | Acceptorless Dehydrogenation of N‐Heterocycles by Merging Visible‐Light Photoredox Catalysis and Cobalt Catalysis |
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