Ligand-induced substrate steering and reshaping of [Ag2(H)]+ scaffold for selective CO2 extrusion from formic acid
Identifieur interne : 003651 ( Ncbi/Curation ); précédent : 003650; suivant : 003652Ligand-induced substrate steering and reshaping of [Ag2(H)]+ scaffold for selective CO2 extrusion from formic acid
Auteurs : Athanasios Zavras [Australie] ; George N. Khairallah [Australie] ; Marjan Krsti [Croatie] ; Marion Girod [France] ; Steven Daly [France] ; Rodolphe Antoine [France] ; Philippe Maitre [France] ; Roger J. Mulder [Australie] ; Stefanie-Ann Alexander [Australie] ; Vlasta Bona I Kouteck [Croatie, Allemagne] ; Philippe Dugourd [France] ; Richard A. J. O'Hair [Australie]Source :
- Nature Communications [ 2041-1723 ] ; 2016.
Abstract
Metalloenzymes preorganize the reaction environment to steer substrate(s) along the required reaction coordinate. Here, we show that phosphine ligands selectively facilitate protonation of binuclear silver hydride cations, [LAg2(H)]+ by optimizing the geometry of the active site. This is a key step in the selective, catalysed extrusion of carbon dioxide from formic acid, HO2CH, with important applications (for example, hydrogen storage). Gas-phase ion-molecule reactions, collision-induced dissociation (CID), infrared and ultraviolet action spectroscopy and computational chemistry link structure to reactivity and mechanism. [Ag2(H)]+ and [Ph3PAg2(H)]+ react with formic acid yielding Lewis adducts, while [(Ph3P)2Ag2(H)]+ is unreactive. Using bis(diphenylphosphino)methane (dppm) reshapes the geometry of the binuclear Ag2(H)+ scaffold, triggering reactivity towards formic acid, to produce [dppmAg2(O2CH)]+ and H2. Decarboxylation of [dppmAg2(O2CH)]+ via CID regenerates [dppmAg2(H)]+. These gas-phase insights inspired variable temperature NMR studies that show CO2 and H2 production at 70 °C from solutions containing dppm, AgBF4, NaO2CH and HO2CH.
Url:
DOI: 10.1038/ncomms11746
PubMed: 27265868
PubMed Central: 4897753
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Khairallah</name><affiliation wicri:level="1"><nlm:aff id="a1"><institution>School of Chemistry and Bio21 Molecular Science and Biotechnology Institute, The University of Melbourne</institution>, 30 Flemington Road, Parkville, Victoria 3010,<country>Australia</country></nlm:aff><country xml:lang="fr">Australie</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation><affiliation wicri:level="1"><nlm:aff id="a2"><institution>ARC Centre of Excellence for Free Radical Chemistry and Biotechnology</institution>, 30 Flemington Road, Parkville, Victoria 3010,<country>Australia</country></nlm:aff><country xml:lang="fr">Australie</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Krsti, Marjan" sort="Krsti, Marjan" uniqKey="Krsti M" first="Marjan" last="Krsti">Marjan Krsti</name><affiliation wicri:level="1"><nlm:aff id="a3"><institution>Center of Excellence for Science and Technology – Integration of Mediterranean region (STIM) at Interdisciplinary Center for Advanced Science and Technology (ICAST), University of Split</institution>, Meštrovićevo šetalište 45, 21000 Split,<country>Croatia</country></nlm:aff><country xml:lang="fr">Croatie</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Girod, Marion" sort="Girod, Marion" uniqKey="Girod M" first="Marion" last="Girod">Marion Girod</name><affiliation wicri:level="1"><nlm:aff id="a4"><institution>Institut des Sciences Analytiques, Université de Lyon, Université Lyon 1-CNRS-ENS Lyon</institution>, 69100 Villeurbanne,<country>France</country></nlm:aff><country xml:lang="fr">France</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Daly, Steven" sort="Daly, Steven" uniqKey="Daly S" first="Steven" last="Daly">Steven Daly</name><affiliation wicri:level="1"><nlm:aff id="a5"><institution>Institut Lumière Matière, Université Lyon 1-CNRS, Université de Lyon</institution> 69622 Villeurbanne Cedex,<country>France</country></nlm:aff><country xml:lang="fr">France</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Antoine, Rodolphe" sort="Antoine, Rodolphe" uniqKey="Antoine R" first="Rodolphe" last="Antoine">Rodolphe Antoine</name><affiliation wicri:level="1"><nlm:aff id="a5"><institution>Institut Lumière Matière, Université Lyon 1-CNRS, Université de Lyon</institution> 69622 Villeurbanne Cedex,<country>France</country></nlm:aff><country xml:lang="fr">France</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Maitre, Philippe" sort="Maitre, Philippe" uniqKey="Maitre P" first="Philippe" last="Maitre">Philippe Maitre</name><affiliation wicri:level="1"><nlm:aff id="a6"><institution>Laboratoire de Chimie Physique, Bâtiment 349, Université Paris-Sud, CNRS, Université Paris-Saclay</institution>, F-91405 Orsay,<country>France</country></nlm:aff><country xml:lang="fr">France</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Mulder, Roger J" sort="Mulder, Roger J" uniqKey="Mulder R" first="Roger J." last="Mulder">Roger J. Mulder</name><affiliation wicri:level="1"><nlm:aff id="a7"><institution>CSIRO Manufacturing</institution>, Bayview Avenue, Clayton, Victoria 3168,<country>Australia</country></nlm:aff><country xml:lang="fr">Australie</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Alexander, Stefanie Ann" sort="Alexander, Stefanie Ann" uniqKey="Alexander S" first="Stefanie-Ann" last="Alexander">Stefanie-Ann Alexander</name><affiliation wicri:level="1"><nlm:aff id="a1"><institution>School of Chemistry and Bio21 Molecular Science and Biotechnology Institute, The University of Melbourne</institution>, 30 Flemington Road, Parkville, Victoria 3010,<country>Australia</country></nlm:aff><country xml:lang="fr">Australie</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation><affiliation wicri:level="1"><nlm:aff id="a2"><institution>ARC Centre of Excellence for Free Radical Chemistry and Biotechnology</institution>, 30 Flemington Road, Parkville, Victoria 3010,<country>Australia</country></nlm:aff><country xml:lang="fr">Australie</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Bona I Kouteck, Vlasta" sort="Bona I Kouteck, Vlasta" uniqKey="Bona I Kouteck V" first="Vlasta" last="Bona I Kouteck">Vlasta Bona I Kouteck</name><affiliation wicri:level="1"><nlm:aff id="a3"><institution>Center of Excellence for Science and Technology – Integration of Mediterranean region (STIM) at Interdisciplinary Center for Advanced Science and Technology (ICAST), University of Split</institution>, Meštrovićevo šetalište 45, 21000 Split,<country>Croatia</country></nlm:aff><country xml:lang="fr">Croatie</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation><affiliation wicri:level="1"><nlm:aff id="a8"><institution>Humboldt-Universität Berlin, Institut für Chemie</institution>, 12489 Berlin,<country>Germany</country></nlm:aff><country xml:lang="fr">Allemagne</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Dugourd, Philippe" sort="Dugourd, Philippe" uniqKey="Dugourd P" first="Philippe" last="Dugourd">Philippe Dugourd</name><affiliation wicri:level="1"><nlm:aff id="a5"><institution>Institut Lumière Matière, Université Lyon 1-CNRS, Université de Lyon</institution> 69622 Villeurbanne Cedex,<country>France</country></nlm:aff><country xml:lang="fr">France</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="O Hair, Richard A J" sort="O Hair, Richard A J" uniqKey="O Hair R" first="Richard A. J." last="O'Hair">Richard A. J. O'Hair</name><affiliation wicri:level="1"><nlm:aff id="a1"><institution>School of Chemistry and Bio21 Molecular Science and Biotechnology Institute, The University of Melbourne</institution>, 30 Flemington Road, Parkville, Victoria 3010,<country>Australia</country></nlm:aff><country xml:lang="fr">Australie</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation><affiliation wicri:level="1"><nlm:aff id="a2"><institution>ARC Centre of Excellence for Free Radical Chemistry and Biotechnology</institution>, 30 Flemington Road, Parkville, Victoria 3010,<country>Australia</country></nlm:aff><country xml:lang="fr">Australie</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author></analytic><series><title level="j">Nature Communications</title><idno type="eISSN">2041-1723</idno><imprint><date when="2016">2016</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en"><p>Metalloenzymes preorganize the reaction environment to steer substrate(s) along the required reaction coordinate. Here, we show that phosphine ligands selectively facilitate protonation of binuclear silver hydride cations, [LAg<sub>2</sub>(H)]<sup>+</sup> by optimizing the geometry of the active site. This is a key step in the selective, catalysed extrusion of carbon dioxide from formic acid, HO<sub>2</sub>CH, with important applications (for example, hydrogen storage). Gas-phase ion-molecule reactions, collision-induced dissociation (CID), infrared and ultraviolet action spectroscopy and computational chemistry link structure to reactivity and mechanism. [Ag<sub>2</sub>(H)]<sup>+</sup> and [Ph<sub>3</sub>PAg<sub>2</sub>(H)]<sup>+</sup> react with formic acid yielding Lewis adducts, while [(Ph<sub>3</sub>P)<sub>2</sub>Ag<sub>2</sub>(H)]<sup>+</sup> is unreactive. Using bis(diphenylphosphino)methane (dppm) reshapes the geometry of the binuclear Ag<sub>2</sub>(H)<sup>+</sup> scaffold, triggering reactivity towards formic acid, to produce [dppmAg<sub>2</sub>(O<sub>2</sub>CH)]<sup>+</sup> and H<sub>2</sub>. Decarboxylation of [dppmAg<sub>2</sub>(O<sub>2</sub>CH)]<sup>+</sup> via CID regenerates [dppmAg<sub>2</sub>(H)]<sup>+</sup>. These gas-phase insights inspired variable temperature NMR studies that show CO<sub>2</sub> and H<sub>2</sub> production at 70 °C from solutions containing dppm, AgBF<sub>4</sub>, NaO<sub>2</sub>CH and HO<sub>2</sub>CH.</p></div></front><back><div1 type="bibliography"><listBibl><biblStruct><analytic><author><name sortKey="Menger, F M" uniqKey="Menger F">F. M. Menger</name></author></analytic></biblStruct><biblStruct><analytic><author><name sortKey="Valdez, C E" uniqKey="Valdez C">C. E. Valdez</name></author><author><name sortKey="Smith, Q A" uniqKey="Smith Q">Q. A. 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Dolg</name></author><author><name sortKey="Stoll, H" uniqKey="Stoll H">H. Stoll</name></author><author><name sortKey="Preuss, H" uniqKey="Preuss H">H. Preuss</name></author></analytic></biblStruct></listBibl></div1></back></TEI></record>Pour manipuler ce document sous Unix (Dilib)
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