Angewandte Chemie - International Edition p. 4992 - 4997 (2019)
Update date:2022-08-03
Topics:
Ong, Derek Yiren
Yen, Zhihao
Yoshii, Asami
Revillo Imbernon, Julia
Takita, Ryo
Chiba, Shunsuke
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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