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Planar Pentacoordinate Carbon in CAl5+: A Global Minimum
Abstract
We report evidence for the first global-minimum structure having a planar pentacoordinate carbon. High-level ab initio computations and quantum molecular dynamics simulations at 300 and 400 K reveal that the most stable CAl5(+) isomer has D5h symmetry and is approximately 3.80 kcal/mol lower in energy than the second most stable alternative. The latter has a nonplanar structure based on a tetrahedral CAl4 moiety. The unexpectedly high proclivity for two-dimensional chemical bonding of the carbon in D5h CAl5(+), the robust thermal stability indicated computationally, and its mass spectrometric detection suggest that experimental characterization of this planar pentacoordinate carbon cation at room temperature is a likely prospect.
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Nucleus-Independent Chemical Shifts: A Simple and Efficient Aromaticity Probe
Schleyer, P. V. R., Maerker, C., Dransfeld, A., Jiao, H., & van Eikema Hommes, N. J. R. (1996) · Journal of the American Chemical Society · doi:10.1021/ja960582d · Cited by 6,210
Self-citationWhich NICS Aromaticity Index for Planar π Rings Is Best?
Fallah-Bagher-Shaidaei, H., Wannere, C. S., Corminboeuf, C., Puchta, R., & Schleyer, P. V. R. (2006) · Organic Letters · doi:10.1021/ol0529546 · Cited by 1,257
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Wang, Y., Li, F., Li, Y., & Chen, Z. (2016) · Nature Communications · doi:10.1038/ncomms11488 · Cited by 328
Metadata
- Authors
- Pei, Y., An, W., Ito, K., Schleyer, P. V. R., & Zeng, X. C.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2008-07-10
- Volume
- 130
- Issue
- 31
- Pages
- 10394-10400
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2022463384
- Cited by
- 207
- References
- 2
- FWCI
- 4.20
- Type
- journal article
- Language
- en
- Open access
- closed
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- Pei, Y., An, W., Ito, K., Schleyer, P. V. R., & Zeng, X. C. (2008). Planar Pentacoordinate Carbon in CAl5+: A Global Minimum. Journal of the American Chemical Society. https://doi.org/10.1021/ja803365x
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