Chemistry:Octaplane
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3D model (JSmol)
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Octaplane is an unusual hypothetical saturated hydrocarbon that has a carbon atom at its core in square-planar coordination, and a very low ionization potential.[1] The central square-planar coordinated carbon is surrounded by four carbon atoms in a square, which are held in place by perpendicular links to two cyclooctane rings above and below. The formula is C21H28. However, this structure is predicted to distort spontaneously, and a more stable structure maintains the square arrangement with dimethanospiro[2.2]octaplane C23H24. This molecule has a bowtie shape at the core made of two cyclopropane rings. As in octaplane, this is held in place by cyclooctane rings above and below, and these are kept in alignment by two one-carbon bridges.[2][3][4]
References
- ↑ Lyons, Jennifer E.; Rasmussen, Danne R.; McGrath, Mark P.; Nobes, Ross H.; Radom, Leo (2 September 1994). "Octaplane: A Saturated Hydrocarbon with a Remarkably Low Ionization Energy Leading to a Cation with a Planar Tetracoordinate Carbon Atom". Angewandte Chemie International Edition in English 33 (1516): 1667–1668. doi:10.1002/anie.199416671.
- ↑ Dodziuk, Helena (2009) (in en). Strained Hydrocarbons: Beyond the van't Hoff and Le Bel Hypothesis. John Wiley & Sons. p. 48. ISBN 9783527627141. https://books.google.com.au/books?id=rpPULNO9XN4C&pg=PA48.
- ↑ Lewars, Errol G. (2008). "Planar Carbon" (in en). Modeling Marvels: Computational Anticipation of Novel Molecules. Springer Netherlands. pp. 1–12. doi:10.1007/978-1-4020-6973-4_1. ISBN 9781402069734. https://archive.org/details/modelingmarvelsc00lewa_400.
- ↑ Yang, Li-Ming; Ganz, Eric; Chen, Zhongfang; Wang, Zhi-Xiang; Schleyer, Paul von Ragué (10 August 2015). "Four Decades of the Chemistry of Planar Hypercoordinate Compounds". Angewandte Chemie International Edition (U.S. Army Research Office) 54 (33): 9468–9501. doi:10.1002/anie.201410407. PMID 26119555. https://apps.dtic.mil/dtic/tr/fulltext/u2/1009752.pdf.
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