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Structure and Bonding in Neutral and Cationic 14-Electron Gold Alkyne π Complexes

MPS-Authors
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Flügge,  Susanne
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Anoop,  Anakuthil
Research Department Thiel, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Goddard,  Richard
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Thiel,  Walter
Research Department Thiel, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Fürstner,  Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Flügge, S., Anoop, A., Goddard, R., Thiel, W., & Fürstner, A. (2009). Structure and Bonding in Neutral and Cationic 14-Electron Gold Alkyne π Complexes. Chemistry – A European Journal, 15(34), 8558-8565. doi:10.1002/chem.200901062.


Cite as: https://hdl.handle.net/11858/00-001M-0000-000F-8F55-1
Abstract
Cyclododecyne (5) as a prototype unstrained alkyne was coordinated to either the neutral [AuCl] fragment or to two different cationic [Au(NHC)]+ entities (NHC=N-heterocyclic carbene), and the resulting complexes 6, 8, and 10 were characterized by X-ray crystallography and NMR spectroscopy. Since the structure of cyclododecyne in the solid state could also be obtained after in situ crystallization, a comparison was possible that provides insights into structural changes imposed on the alkyne by the different gold fragments. These data are interpreted on the basis of a DFT analysis of the bonding situation in the individual compounds, which provides insights into the very first elementary step common to many gold-catalyzed transformations.