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Ruthenium(II)-Arene Complexes of the Water-Soluble Ligand CAP as Catalysts for Homogeneous Transfer Hydrogenations in Aqueous Phase

1
Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica dei Composti OrganoMetallici (ICCOM), Via Madonna del Piano 10, 50019 Sesto Fiorentino (Florence), Italy
2
Consiglio Nazionale delle Ricerche (CNR), Dipartimento di Scienze Chimiche e Tecnologia dei Materiali (DSCTM), Via dei Taurini 19, 00185 Rome, Italy
*
Authors to whom correspondence should be addressed.
Dedicated to Prof. Peter M. Maitlis on occasion of his 85th birthday.
Catalysts 2018, 8(2), 88; https://doi.org/10.3390/catal8020088
Received: 29 December 2017 / Revised: 14 February 2018 / Accepted: 15 February 2018 / Published: 22 February 2018
(This article belongs to the Special Issue Homogeneous Catalysis and Mechanisms in Water and Biphasic Media)
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Abstract

The neutral Ru(II) complex κP-[RuCl26-p-cymene)(CAP)] (1), and the two ionic complexes κP-[RuCl(η6-p-cymene)(MeCN)(CAP)]PF6 (2) and κP-[RuCl(η6-p-cymene)(CAP)2]PF6 (3), containing the water-soluble phosphine 1,4,7-triaza-9-phosphatricyclo[5.3.2.1]tridecane (CAP), were tested as catalysts for homogeneous hydrogenation of benzylidene acetone, selectively producing the saturated ketone as product. The catalytic tests were carried out in aqueous phase under transfer hydrogenation conditions, at mild temperatures using sodium formate as hydrogen source. Complex 3, which showed the highest stability under the reaction conditions applied, was also tested for C=N bond reduction from selected cyclic imines. Preliminary NMR studies run under pseudo-catalytic conditions starting from 3 showed the formation of κP-[RuH(η6-p-cymene)(CAP)2]PF6 (4) as the pivotal species in catalysis. View Full-Text
Keywords: 1,4,7-triaza-9-phosphatricyclo[5.3.2.1]tridecane; water-soluble phosphines; ruthenium arene complexes; ketone and imine transfer hydrogenation; aqueous phase catalysis 1,4,7-triaza-9-phosphatricyclo[5.3.2.1]tridecane; water-soluble phosphines; ruthenium arene complexes; ketone and imine transfer hydrogenation; aqueous phase catalysis
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).
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Guerriero, A.; Peruzzini, M.; Gonsalvi, L. Ruthenium(II)-Arene Complexes of the Water-Soluble Ligand CAP as Catalysts for Homogeneous Transfer Hydrogenations in Aqueous Phase. Catalysts 2018, 8, 88.

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