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Issue 6, 2017
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Cooperative interplay between a flexible PNN-Ru(II) complex and a NaBH4 additive in the efficient catalytic hydrogenation of esters

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Abstract

A catalyst loading of between 0.001–0.05 mol% of the PNN-bearing ruthenium(II) complex [fac-PNN]RuH(PPh3)(CO) (PNN = 8-(2-diphenylphosphinoethyl)amidotrihydroquinoline), in combination with 5 mol% NaBH4, efficiently catalyzes the hydrogenation of esters to their corresponding alcohols under mild pressures of hydrogen. Both aromatic and aliphatic esters can be converted with high values of TON or TOF achievable. Mechanistic investigations using both DFT calculations and labeling experiments highlight the cooperative role of NaBH4 in the catalysis while the catalytically active species has been established as trans-dihydride [mer-PNHN]RuH2(CO) (PNHN = 8-(2-diphenylphosphinoethyl)aminotrihydroquinoline). The stereo-structure of the PNHN-ruthenium species greatly affects the activity of the catalyst, and indeed the cis-dihydride isomer [fac-PNHN]RuH2(CO) is unable to catalyze the hydrogenation of esters until ligand reorganization occurs to give the trans isomer.

Graphical abstract: Cooperative interplay between a flexible PNN-Ru(ii) complex and a NaBH4 additive in the efficient catalytic hydrogenation of esters

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Publication details

The article was received on 17 Nov 2016, accepted on 01 Feb 2017 and first published on 02 Feb 2017


Article type: Paper
DOI: 10.1039/C6CY02413K
Citation: Catal. Sci. Technol., 2017,7, 1297-1304
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    Cooperative interplay between a flexible PNN-Ru(II) complex and a NaBH4 additive in the efficient catalytic hydrogenation of esters

    Z. Wang, X. Chen, B. Liu, Q. Liu, G. A. Solan, X. Yang and W. Sun, Catal. Sci. Technol., 2017, 7, 1297
    DOI: 10.1039/C6CY02413K

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