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Gas-Phase Synthesis and Reactivity of Ligated Group 10 Ions in the Formal +1 Oxidation State

  • Kim Greis
  • Yang Yang
  • Allan J. Canty
  • Richard A. J. O’HairEmail author
Focus: Honoring Helmut Schwarz´s Election to the National Academy of Sciences: Research Article

Abstract

Electrospray ionization of the group 10 complexes [(phen)M(O2CCH3)2] (phen=1,10-phenanthroline, M = Ni, Pd, Pt) generates the cations [(phen)M(O2CCH3)]+, whose gas-phase chemistry was studied using multistage mass spectrometry experiments in an ion trap mass spectrometer with the combination of collision-induced dissociation (CID) and ion-molecule reactions (IMR). Decarboxylation of [(phen)M(O2CCH3)]+ under CID conditions generates the organometallic cations [(phen)M(CH3)]+, which undergo bond homolysis upon a further stage of CID to generate the cations [(phen)M] in which the metal center is formally in the +1 oxidation state. In the case of [(phen)Pt(CH3)]+, the major product ion [(phen)H]+ was formed via loss of the metal carbene Pt=CH2. DFT calculated energetics for the competition between bond homolysis and M=CH2 loss are consistent with their experimentally observed branching ratios of 2% and 98% respectively. The IMR of [(phen)M] with O2, N2, H2O, acetone, and allyl iodide were examined. Adduct formation occurs for O2, N2, H2O, and acetone. Upon CID, all adducts fragment to regenerate [(phen)M], except for [(phen)Pt(OC(CH3)2)], which loses a methyl radical to form [(phen)Pt(OCCH3)]+ which upon a further stage of CID regenerates [(phen)Pt(CH3)]+ via CO loss. This closes a formal catalytic cycle for the decomposition of acetone into CO and two methyl radicals with [(phen)Pt] as catalyst. In the IMR of [(phen)M] with allyl iodide, formation of [(phen)M(CH2CHCH2)]+ was observed for all three metals, whereas for M = Pt also [(phen)Pt(I)]+ and [(phen)Pt(I)2(CH2CHCH2)]+ were observed. Finally, DFT calculated reaction energetics for all IMR reaction channels are consistent with the experimental observations.

Keywords

Decarboxylation Organoplatinum Collision-induced dissociation Ion-molecule reaction Electrospray ionization Mechanism DFT calculation 

Notes

Acknowledgements

We thank the Australian Research Council for financial support DP180101187 (to RAJO and AJC). The authors gratefully acknowledge the generous allocation of computing time from the University of Tasmania and the National Computing Infrastructure (fz2). We are particularly thankful to the DAAD (ISAP program) for funding an exchange program between the Schools of Chemistry of Humboldt-Universität zu Berlin and The University of Melbourne. KG is grateful to the “Fondation Félix Chomé” for the “Bourse Chomé-Bastian” scholarship.

Supplementary material

13361_2019_2231_MOESM1_ESM.pdf (1 mb)
ESM 1 (PDF 1.02 mb)

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Copyright information

© American Society for Mass Spectrometry 2019

Authors and Affiliations

  1. 1.School of Chemistry and Bio21 Molecular Science and Biotechnology InstituteThe University of MelbourneParkvilleAustralia
  2. 2.Institut für ChemieHumboldt-Universität zu BerlinBerlinGermany
  3. 3.Fritz-Haber-Institut der Max-Planck-GesellschaftBerlinGermany
  4. 4.School of Natural Sciences – ChemistryUniversity of TasmaniaHobartAustralia

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