Controlled Reduction of Carboxamides to Alcohols or Amines by Zinc Hydrides |
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Authors: | Derek Yiren Ong Zhihao Yen Asami Yoshii Julia RevilloImbernon Ryo Takita Shunsuke Chiba |
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Institution: | Derek Yiren Ong,Zhihao Yen,Asami Yoshii,Julia Revillo Imbernon,Ryo Takita,Shunsuke Chiba |
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Abstract: | New protocols for controlled reduction of carboxamides to either alcohols or amines were established using a combination of sodium hydride (NaH) and zinc halides (ZnX2). Use of a different halide on ZnX2 dictates the selectivity, wherein the NaH‐ZnI2 system delivers alcohols and NaH‐ZnCl2 gives amines. Extensive mechanistic studies by experimental and theoretical approaches imply that polymeric zinc hydride (ZnH2)∞ is responsible for alcohol formation, whereas dimeric zinc chloride hydride (H?Zn?Cl)2 is the key species for the production of amines. |
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Keywords: | Alkohole Amide Amine Reduktionen Zink |
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