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Title: Reactivity of Silanes with ( tBuPONOP)Ruthenium Dichloride: Facile Synthesis of Chloro-Silyl Ruthenium Compounds and Formic Acid Decomposition

Abstract

The coordination of tBuPONOP ( tBuPONOP=2,6-bis(ditert-butylphosphinito)pyridine) to different ruthenium starting materials, to generate ( tBuPONOP)RuCl 2, was investigated in this paper. The resultant ( tBuPONOP)RuCl 2 reactivity with three different silanes was then investigated and contrasted dramatically with the reactivity of ( iPrPONOP)RuCl 2(DMSO) ( iPrPONOP=2,6-bis(diisopropylphosphinito)pyridine) with the same silanes. The 16-electron species ( tBuPONOP)Ru(H)Cl was produced from the reaction of triethylsilane with ( tBuPONOP)RuCl 2. Reactions of ( tBuPONOP)RuCl 2 with both phenylsilane or diphenylsilane afforded the 16-electron hydrido-silyl species ( tBuPONOP)Ru(H)(PhSiCl 2) and ( tBuPONOP)Ru(H)(Ph 2SiCl), respectively. Reactions of all three of these complexes with silver triflate afforded the simple salt metathesis products of ( tBuPONOP)Ru(H)(OTf), ( tBuPONOP)Ru(H)(PhSiCl(OTf)), and ( tBuPONOP)Ru(H)(Ph 2Si(OTf)). Formic acid dehydrogenation was performed in the presence of triethylamine (TEA), and each species proved competent for gas-pressure generation of CO 2 and H 2. Finally, the hydride species ( tBuPONOP)Ru(H)Cl, ( tBuPONOP)Ru(H)(OTf), and ( tBuPONOP)Ru(H)(PhSiCl 2) exhibited faster catalytic activity than the other compounds tested.

Authors:
ORCiD logo [1]; ORCiD logo [1];  [1]
  1. Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
Publication Date:
Research Org.:
Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1435519
Report Number(s):
LA-UR-17-25821
Journal ID: ISSN 0947-6539
Grant/Contract Number:  
AC52-06NA25396
Resource Type:
Accepted Manuscript
Journal Name:
Chemistry - A European Journal
Additional Journal Information:
Journal Volume: 23; Journal Issue: 55; Journal ID: ISSN 0947-6539
Publisher:
ChemPubSoc Europe
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; dehydrogenation; formic acid; PONOP ligand; ruthenium; silyl group

Citation Formats

Anderson, Nickolas H., Boncella, James M., and Tondreau, Aaron M. Reactivity of Silanes with (tBuPONOP)Ruthenium Dichloride: Facile Synthesis of Chloro-Silyl Ruthenium Compounds and Formic Acid Decomposition. United States: N. p., 2017. Web. doi:10.1002/chem.201703722.
Anderson, Nickolas H., Boncella, James M., & Tondreau, Aaron M. Reactivity of Silanes with (tBuPONOP)Ruthenium Dichloride: Facile Synthesis of Chloro-Silyl Ruthenium Compounds and Formic Acid Decomposition. United States. doi:10.1002/chem.201703722.
Anderson, Nickolas H., Boncella, James M., and Tondreau, Aaron M. Tue . "Reactivity of Silanes with (tBuPONOP)Ruthenium Dichloride: Facile Synthesis of Chloro-Silyl Ruthenium Compounds and Formic Acid Decomposition". United States. doi:10.1002/chem.201703722. https://www.osti.gov/servlets/purl/1435519.
@article{osti_1435519,
title = {Reactivity of Silanes with (tBuPONOP)Ruthenium Dichloride: Facile Synthesis of Chloro-Silyl Ruthenium Compounds and Formic Acid Decomposition},
author = {Anderson, Nickolas H. and Boncella, James M. and Tondreau, Aaron M.},
abstractNote = {The coordination of tBuPONOP (tBuPONOP=2,6-bis(ditert-butylphosphinito)pyridine) to different ruthenium starting materials, to generate (tBuPONOP)RuCl2, was investigated in this paper. The resultant (tBuPONOP)RuCl2 reactivity with three different silanes was then investigated and contrasted dramatically with the reactivity of (iPrPONOP)RuCl2(DMSO) (iPrPONOP=2,6-bis(diisopropylphosphinito)pyridine) with the same silanes. The 16-electron species (tBuPONOP)Ru(H)Cl was produced from the reaction of triethylsilane with (tBuPONOP)RuCl2. Reactions of (tBuPONOP)RuCl2 with both phenylsilane or diphenylsilane afforded the 16-electron hydrido-silyl species (tBuPONOP)Ru(H)(PhSiCl2) and (tBuPONOP)Ru(H)(Ph2SiCl), respectively. Reactions of all three of these complexes with silver triflate afforded the simple salt metathesis products of (tBuPONOP)Ru(H)(OTf), (tBuPONOP)Ru(H)(PhSiCl(OTf)), and (tBuPONOP)Ru(H)(Ph2Si(OTf)). Formic acid dehydrogenation was performed in the presence of triethylamine (TEA), and each species proved competent for gas-pressure generation of CO2 and H2. Finally, the hydride species (tBuPONOP)Ru(H)Cl, (tBuPONOP)Ru(H)(OTf), and (tBuPONOP)Ru(H)(PhSiCl2) exhibited faster catalytic activity than the other compounds tested.},
doi = {10.1002/chem.201703722},
journal = {Chemistry - A European Journal},
number = 55,
volume = 23,
place = {United States},
year = {2017},
month = {8}
}

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Cited by: 4 works
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Figures / Tables:

Figure 1 Figure 1: The coordinatively unsaturated compounds: a) (tBuPONOP)Ru(CO), b) (tBuPONOP)Ru(CO)2, c) (tBuPONOP)Ru(H)Cl, and d) (tBuPONOP)RuCl2 (1) by Milstein.

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    Mechanism of Hydrogenolysis of an Iridium–Methyl Bond: Evidence for a Methane Complex Intermediate
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    Stability and Dynamic Processes in 16VE Iridium(III) Ethyl Hydride and Rhodium(I) σ-Ethane Complexes: Experimental and Computational Studies
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    Characterization of a Rhodium(I)  -Methane Complex in Solution
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    SYNTHESIS OF SILYL RUTHENIUM COMPLEXES, RuH 3 (SiR 3 )(PPh 3 ) 3
    journal, August 1974


    A Convenient Method for the Reduction of Ruthenium and Rhodium Halide Complexes
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      Figures/Tables have been extracted from DOE-funded journal article accepted manuscripts.