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Cationic rhenium(III) complexes: synthesis, characterization, and reactivity for hydrosilylation of aldehydes

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Abstract

A series of novel cationic Re(III) complexes [(DAAm)Re(CO)(NCCH3)2][X] [DAAm = N,N-bis(2-arylaminoethyl)methylamine; aryl = C6F5 (a), Mes (b)] [X = OTf (2), BArF4 [BArF4 = tetrakis[3,5-(trifluoromethyl)phenyl]borate] (3), BF4 (4), PF6 (5)], and their analogue [(DAmA)Re(CO)(Cl)2] [DAmA = N,N-bis(2-arylamineethyl)methylamino; aryl = C6F5] (6) were synthesized. The catalytic efficiency for the hydrosilylation reaction of aldehydes using 4a (0.03 mol%) has been demonstrated to be significantly more active than rhenium catalysts previously reported in the literature. The data suggest that electron-withdrawing substituents at the diamido amine ligand increase the catalytic efficiency of the complexes. Excellent yields were achieved at ambient temperature under neat conditions using dimethylphenylsilane. The reaction affords TONs of up to 9200 and a TOF of up to 126 h−1. Kinetic and mechanistic studies were performed, and the data suggest that the reaction is via a non-hydride ionic hydrosilylation mechanism.

Graphical abstract: Cationic rhenium(iii) complexes: synthesis, characterization, and reactivity for hydrosilylation of aldehydes

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Publication details

The article was received on 22 Jan 2017, accepted on 07 Mar 2017, published on 08 Mar 2017 and first published online on 08 Mar 2017


Article type: Paper
DOI: 10.1039/C7DT00271H
Citation: Dalton Trans., 2017, Advance Article
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    Cationic rhenium(III) complexes: synthesis, characterization, and reactivity for hydrosilylation of aldehydes

    D. E. Pérez, J. L. Smeltz, R. D. Sommer, P. D. Boyle and E. A. Ison, Dalton Trans., 2017, Advance Article , DOI: 10.1039/C7DT00271H

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