Journal
ACS CATALYSIS
Volume 9, Issue 10, Pages 9025-9033Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.9b01408
Keywords
homogeneous catalysis; uranium; uranyl; hydrosilylation; reduction; aldehydes; mechanisms
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Funding
- CEA, CNRS, the University Paris-Saclay
- ANR
- H2020 (ERC)
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We report herein the possibility to perform the hydrosilylation of carbonyls using actinide complexes as catalysts. While complexes of the uranyl ion [UO2](2+) have been poorly considered in catalysis, we show the potentialities of the Lewis acid [UO2(OTf)(2)] (1) in the catalytic hydrosilylation of a series of aldehydes. [UO2(OTf)(2)] proved to be a very active catalyst affording distinct reduction products depending on the nature of the reductant. With Et3SiH, a number of aliphatic and aromatic aldehydes are reduced into symmetric ethers, while (Pr3SiH)-Pr-i yielded silylated alcohols. Studies of the reaction mechanism led to the isolation of aldehyde/uranyl complexes, [UO2(OTf)(2)(4-Me2N-PhCHO)(3)], [UO2(mu-kappa(2)-OTf)(2)(PhCHO)](n), and [UO2(mu-kappa(2)-OTf(kappa(1)-OTf)(PhCHO)(2)](2), which have been fully characterized by NMR, IR, and single-crystal X-ray diffraction.
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