Journal
PURE AND APPLIED CHEMISTRY
Volume 92, Issue 1, Pages 151-166Publisher
WALTER DE GRUYTER GMBH
DOI: 10.1515/pac-2019-0220
Keywords
aldehyde reduction; DFT calculations; hydrosilylation; ICPOC-24; nickel; saccharin; tetrazole
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Funding
- Foundation for Science and Technology (FCT), Portugal [UID/QUI/00100/2019, UID/MULTI/04326/2019 -CCMAR]
- FCT [SFRH/BPD/99851/2014, IST-ID/115/2018, SFRH/BD/52370/2013, PD/00248/2012, UID/QUI/00100/2013]
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A new (tetrazole-saccharin)nickel complex is shown to be a valuable catalyst for the hydrosilative reduction of aldehydes under microwave radiation at low temperatures. With typical 1 mol% content of the catalyst (microwave power range of 5-15 W) most reactions are complete within 30 min. The Ni(II)-catalyzed reduction of aldehydes, with a useful scope, was established for the first time by using this catalyst, and is competitive with the most effective transition-metal catalysts known for such transformation. The catalyst reveals tolerance to different functional groups, is air and moisture stable, and is readily prepared in straightforward synthetic steps. Supported by experimental data and DFT calculations, a plausible reaction mechanism involving the new catalytic system is outlined.
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