3 years ago

Hydrogenation and Reductive Amination of Aldehydes using Triphos Ruthenium Catalysts

Hydrogenation and Reductive Amination of Aldehydes using Triphos Ruthenium Catalysts
Antonio Zanotti-Gerosa, Francesca Christie, Damian Grainger
An air-stable and readily accessible ruthenium dihydride complex catalyses aldehyde hydrogenation under neutral conditions. A high activity has been shown in a number of examples, and solvent-free conditions are also applicable, which favours industrial-scale applications. The catalyst has also been demonstrated to be active at low catalyst loadings for the reductive amination of aldehydes under mildly acidic conditions. A number of examples of chemoselectivity challenges are also presented in which the catalyst does not reduce carbon−halogen groups, alkene or ketone functionality. The advantage of using the pre-formed complex, Triphos-Ru(CO)H2 (1), over in situ formed catalysts from Triphos and Ru(acac)3 (acac=acetylacetonate) is also shown in terms of both chemoselectivity and activity, in particular this can be seen if low reaction temperatures are used. Try Triphos: An air-stable and readily accessible ruthenium dihydride complex catalyzes aldehyde hydrogenation under neutral conditions or reductive amination under mildly acidic conditions. Low catalyst loadings are employed, typically 10 000–100 000:1 substrate/catalyst, which suggests that favorably low catalyst cost contributions are achievable.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/cctc.201701450

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