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Quinone-Annulated N-Heterocyclic Carbene−Transition-Metal Complexes: Observation of π-Backbonding Using FT-IR Spectroscopy and Cyclic Voltammetry
Abstract
A new N-heterocyclic carbene architecture comprising a 1,4-naphthoquinone annulated to 1,3-dimesitylimidazolylidene (NpQ-NHC) was synthesized in two high yielding steps from commercially available starting materials. The free NpQ-NHC was characterized (solution and solid-state) and was used to synthesize various Rh and Ag complexes that ranged in pi-electron density. Enabled by the quinone moiety, the pi-systems of these complexes were analyzed using infrared spectroscopy and cyclic voltammetry. In contrast to previous reports, pi-backbonding was found to be non-negligible and was directly influenced by the metal's electronic character.
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(1999) · Choice Reviews Online · doi:10.5860/choice.37-0940 · Cited by 14,314
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Worrell, B. T., Malik, J. A., & Fokin, V. V. (2013) · Science · doi:10.1126/science.1229506 · Cited by 894
Understanding the M (NHC) (NHC = N-heterocyclic carbene) bond
Jacobsen, H., Correa, A., Poater, A., Costabile, C., & Cavallo, L. (2009) · Coordination Chemistry Reviews · doi:10.1016/j.ccr.2008.06.006 · Cited by 744
Liske, A., Verlinden, K., Buhl, H., Schaper, K., & Ganter, C. (2013) · Organometallics · doi:10.1021/om400858y · Cited by 375
Determining the Ligand Properties of N‐Heterocyclic Carbenes from 77Se NMR Parameters
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Metadata
- Authors
- Sanderson, M. D., Kamplain, J. W., & Bielawski, C. W.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2006-12-01
- Volume
- 128
- Issue
- 51
- Pages
- 16514-16515
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2034392569
- Cited by
- 233
- References
- 1
- FWCI
- 8.97
- Type
- journal article
- Language
- en
- Open access
- closed
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