Experimental Gas-Phase and in Silico Investigation of β‑Methyl Elimination from Cationic Palladium Alkyl Species
Herein we disclose experimental and in silico gas-phase studies of β-methyl and β-hydride elimination from cationic diphosphine palladium(II) neopentyl and isobutyl complexes. In particular, we have determined activation barriers for these transformations through mass-spectrometric threshold collis...
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| Published in | Organometallics Vol. 34; no. 7; pp. 1301 - 1306 |
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| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
American Chemical Society
13.04.2015
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| Abstract | Herein we disclose experimental and in silico gas-phase studies of β-methyl and β-hydride elimination from cationic diphosphine palladium(II) neopentyl and isobutyl complexes. In particular, we have determined activation barriers for these transformations through mass-spectrometric threshold collision-induced dissociation (T-CID) studies. These systems can undergo at least one of the several competitive processes: (1) β-methyl elimination, (2) Pd–C bond homolysis, or (3) β-hydride elimination. We also confirm that qualitative trends in the branching ratios between these processes depend on the diphosphine bite angle, whereas electronic modifications of phosphine electron-donating ability have no significant effect on the barriers for β-methyl elimination within the experimental error. The full reaction manifold has been investigated with density functional theory (DFT) and affords a valuable experimental benchmark for types of organometallic transformations described herein. |
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| AbstractList | Herein we disclose experimental and in silico gas-phase studies of β-methyl and β-hydride elimination from cationic diphosphine palladium(II) neopentyl and isobutyl complexes. In particular, we have determined activation barriers for these transformations through mass-spectrometric threshold collision-induced dissociation (T-CID) studies. These systems can undergo at least one of the several competitive processes: (1) β-methyl elimination, (2) Pd–C bond homolysis, or (3) β-hydride elimination. We also confirm that qualitative trends in the branching ratios between these processes depend on the diphosphine bite angle, whereas electronic modifications of phosphine electron-donating ability have no significant effect on the barriers for β-methyl elimination within the experimental error. The full reaction manifold has been investigated with density functional theory (DFT) and affords a valuable experimental benchmark for types of organometallic transformations described herein. |
| Author | Chen, Peter Kobylianskii, Ilia J Zhugralin, Adil R |
| AuthorAffiliation | ETH Zürich Laboratorium für Organische Chemie |
| AuthorAffiliation_xml | – name: ETH Zürich – name: Laboratorium für Organische Chemie |
| Author_xml | – sequence: 1 givenname: Adil R surname: Zhugralin fullname: Zhugralin, Adil R – sequence: 2 givenname: Ilia J surname: Kobylianskii fullname: Kobylianskii, Ilia J – sequence: 3 givenname: Peter surname: Chen fullname: Chen, Peter email: peter.chen@org.chem.ethz.ch |
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| Title | Experimental Gas-Phase and in Silico Investigation of β‑Methyl Elimination from Cationic Palladium Alkyl Species |
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