Fast and Efficient Nickel(II)‐catalysed Transfer Hydrogenation of Quinolines with Ammonia Borane
Herein we report the first Ni(II)‐catalysed transfer hydrogenation of quinolines using ammonia borane (AB) as hydrogen (H2) source. An in situ generated Ni(II)‐bis(pyrazolyl)pyridine pre‐catalyst could hydrogenate quinoline and its derivatives in excellent yields of up to 90% at 25 °C in 30 minutes....
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| Veröffentlicht in: | Advanced synthesis & catalysis 2020-12, Vol.362 (24), p.5788-5793 |
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| container_issue | 24 |
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| container_title | Advanced synthesis & catalysis |
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| creator | Vermaak, Vincent Vosloo, Hermanus C. M. Swarts, Andrew J. |
| description | Herein we report the first Ni(II)‐catalysed transfer hydrogenation of quinolines using ammonia borane (AB) as hydrogen (H2) source. An in situ generated Ni(II)‐bis(pyrazolyl)pyridine pre‐catalyst could hydrogenate quinoline and its derivatives in excellent yields of up to 90% at 25 °C in 30 minutes. Spectroscopic studies revealed that a Ni(II)‐hydride is responsible for the transfer hydrogenation of quinoline to 1,2,3,4‐tetrahydroquinoline via a 1,4‐dihydroquinoline intermediate. |
| doi_str_mv | 10.1002/adsc.202001147 |
| format | Article |
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| subjects | Ammonia Ammonia Borane Boranes Chemistry Chemistry, Applied Chemistry, Organic Hydrogen storage Hydrogenation Nickel Nickel(II) Organic compounds Physical Sciences Quinoline Quinolines Science & Technology Transfer hydrogenation |
| title | Fast and Efficient Nickel(II)‐catalysed Transfer Hydrogenation of Quinolines with Ammonia Borane |
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