Reduction of Ketones and Coupling of Ketyls by a Zn-Zn-Bonded Compound.

Inorg Chem

Key Laboratory of Medicinal Molecule Science and Pharmaceutics Engineering, Ministry of Industry and Information Technology, School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing 100081, China.

Published: July 2024


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Article Abstract

The α-diimine-ligated Zn-Zn-bonded compound [K(THF)][LZn-ZnL] (, L = [(2,6-PrCH)NC(Me)]) displays diverse reactivities toward a variety of ketones. In the reaction of with benzophenone or 4,4'-di--butylbenzophenone, a multielectron transfer process was observed to give bimetallic (Zn/K) complexes with both ketyl radical fragments and C-C coupled pinacolate moieties (products and ). In contrast, treating with 9-fluorenone only afforded pinacolate complex . Moreover, the reactions of with N- or O-heterocycle-functionalized ketones, i.e., di(2-pyridyl)ketone, 2,2-pyrrolidinone, 9-xanthenone, or 10-methyl-9(10H)-acridone, were also carried out. Besides different transformations of the ketone moiety, the heteroatoms (nitrogen or oxygen) are also involved in coordination with zinc or potassium ions, yielding discrete aggregates or polymeric structures of products -.

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http://dx.doi.org/10.1021/acs.inorgchem.4c01669DOI Listing

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