Journal article

Gas-Phase Synthesis of Organoargenate Anions and Comparisons with Their Organocuprate Analogues

Nicole J Rijs, Richard AJ O'Hair

ORGANOMETALLICS | AMER CHEMICAL SOC | Published : 2009

Abstract

The gas-phase double decarboxylation of the silver carboxylate centers [RCO 2AgO 2CR]- and [MeCO 2AgO 2CR]- was investigated as a means of synthesizing homo- [RAgR]- (R = Me and Et) and heteroargenates [MeAgR]- (R = Et, Pr, iPr, tBu, Allyl, PhCH 2, Ph). The formation of these organoargenates was examined by multistage mass spectrometry experiments employing collision-induced dissociation (CID) and by density functional theory. A key side reaction in competition with the second stage of decarboxylation involves the loss of the anionic carboxylate ligand. Interpretation of the decarboxylation pathway of the heterocarboxylates [MeCO 2AgO 2CR]- was more complex due to the possibility of decarbox..

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University of Melbourne Researchers

Grants

Awarded by ARC


Funding Acknowledgements

We thank the ARC for financial support via grant DP0558430 (to R.A.J.O.). N.R. thanks the Faculty of Science for a Science Faculty Scholarship. VICS is acknowledged for the Chemical Sciences High Performance Computing Facility. We thank Dr. Koszinowski for providing a preprint of ref 6c.