Organometallics
Organometallics
5 years ago

Nickel-Mediated Stepwise Transformation of CO to Acetaldehyde and Ethanol

Nickel-Mediated Stepwise Transformation of CO to Acetaldehyde and Ethanol
Wenguang Wang, Raja Angamuthu, Sakthi Raje, Jianguo Liu, Chen-Ho Tung, Xiaoyan Li, Ailing Zhang
The insertion of CO into the Ni–C bond of synthetic Ni(II)–CH3 cationic complex ([1-CH3]+) affords a nickel–acetyl complex ([1-COCH3]+). Reduction of resultant [1-COCH3]+ by borohydrides produces CH3CHO, CH3CH2OH, and an Ni(0) compound ([1]0), which can react with CH3I to regenerate [1-CH3]+. By conducting deuterium labeling experiments, we have demonstrated that CH3CHO is the primary product from CH3CH2OH in such CO transformation reactions. In the reduction of [1-COCH3]+, the formation of CH3CHO competes with the loss of CH4, which leads to a Ni(0)–CO compound ([1-CO]0) as a minor product. Our results establish fundamental steps in the exploration of nickel-mediated CO transformation to valuable chemicals.

Publisher URL: http://dx.doi.org/10.1021/acs.organomet.7b00472

DOI: 10.1021/acs.organomet.7b00472

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