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the reference for the monolithiation of ferrocene is refuted by the author in a later paper where that result could not be reproduced. See Denis Guillaneux, Henri B. Kagan, Journal of Organic Chemistry 1995, vol. 60, No. 8, pp. 2502-2505; also included in that reference is a better description of the lithiation of ferrocene.
the photograph of the powdered ferrocene does little more than show the color of the substance. I believe an image of the crystalline substance would be more useful. For example,
Jrb737 ( talk) 08:12, 1 December 2015 (UTC)
I've created and uploaded two new images of ferrocene, a 2D black and white structure and a 3D colour structure. I can modify them if required. I've drawn them in an orientation which allows them to be compared side-by-side.
I think the current line drawing of ferrocene is a bit dodgy, because it makes the C-C bonds look the same as the C-Fe bonds. Having looked in my main chemistry textbooks (Organic Chemistry, Clayden, Greeves, Warren and Wothers and Chemistry of the Elements, Greenwood & Earnshaw), it seems they prefer the shorthand notation of drawing a single bond from the centre of each Cp ring.
I don't want to remove the image from the article, because I imagine many people like it and find it useful. But if you are like me and would prefer a slightly different diagram, comment here. I've created a new image which is how I think the line drawing would look if it were more accurate. I don't like it though, because it's messy! What do you all think?
Ben 22:52, 26 February 2006 (UTC)
Sorry. I don't know how to use wikipedia. But the lowest energy state of ferrocene is not the staggered conformation, it is the eclipsed conformation that is the lowest energy state. So, all of the drawings on this page are not the ground state. Usually molecules are drawn in the ground state unless they have been somehow excited. You should be able to confirm this in Shriver and Atkins Inorganic chemistry. Thanks.
I have a copy of the Nature 1951, December 15, page 1309 in front of me. The authors names are T. J. Kealy and P. L. Pauson. NOT Paulson. Now, having said that subsequent papers are under the name Paulson, such as the retrospective report in Journal of Organometallic Chemistry. In that report he does not cite any literature, so we cannot see how he cited his Nature paper. He was a refugee and possibly was still deciding on how to transliterate his name. ChemAbs lists his name as PauLson on this paper, despite what I can see with my own eyes. Beats me.-- Smokefoot 17:00, 1 June 2006 (UTC)
Does anybody know what
Ferrocene, being readily sublimed, can be used to deposit certain kinds of fullerenes
means?? -- Chris 21:53, 12 June 2006 (UTC)
The following image was removed/replaced in my editing. The content is highly specialized, but nonetheless these are factoids so I didnt want to unilaterally remove them from the main article.
I've signed up to review this. It may be a day or two before I get round to commenting in detail, so there's time for a final careful copy edit (:
Also the intro strikes me as not really fulfilling Wikipedia:Lead section Jimfbleak ( talk) 13:19, 27 March 2008 (UTC)
I feel that addition of something about the magnetic properties of this compound, and perhaps its analogues, would benefit the article. Checking Google, there seems to have been a lot of papers published on this, but I didn't quickly find any simple summary by an expert in the field on its macroscopic magnetic properties as a regular wiki-reading Joe might be curious. For example, is there a relatively non-toxic (very stable in air, next to no vapor pressure, no contact toxicity, etc - basically OK as long as you don't chug the stuff, ya know?) ferrocene that can be dissolved into something like paraffin to make a cool-looking ferrofluid for visual effect fun with magnets? Zaphraud ( talk) 05:24, 13 March 2009 (UTC)
Although x-ray crystallography data (in the monoclinic space group) points to the Cp rings being in a staggered conformation, it has been shown through gas phase electron diffraction 1, 2 and computational studies 3 that the gas phase equilibrium state of ferrocene is actually with the Cp rings in the eclipsed conformation. The staggered conformation is believed to be most stable in the condensed phase due to crystal packing.
There is already a small blurb about the Cp rings being able to freely rotate, but there is no mention of which conformation is most stable in which phase or ferrocene's small barrier of rotation. Just thought that this could be an area that is expanded upon. — Preceding unsigned comment added by 129.74.115.92 ( talk) 15:08, 31 May 2012 (UTC)
The eclipsed conformation is electronically preferred as it has better orbital overlap, whereas the staggered conformation is sterically preferred and is better for Cp with larger substituents. — Preceding unsigned comment added by 86.1.161.90 ( talk) 21:39, 9 June 2020 (UTC)
These terms, rather confusingly, both denote the SAME +1 cation. Ferricinium was used in the earlier literature and British sources such as Britannica, but a Google search gives far more uses of Ferrocenium today. I put in a brief explanation in the Ferrocene article, but the Ferrocenium article (which is rather vestigial, being mainly about ferrocenium tetrafluoroborate) and the Ferrocenium entry in Wiktionary also need to be fixed. Does anyone know if this is an official change in standard nomenclature, like carbonium being changed to carbocation? As an undergraduate research assistant I synthesized ferrocene and ferricinium compounds during the 1960s, when the ion was always called ferricinium. CharlesHBennett ( talk) 12:28, 6 November 2014 (UTC) CharlesHBennett ( talk) 13:24, 6 November 2014 (UTC)
"originally called ferricinium, but now more commonly ferrocenium (these terms denote the same ion, contrary to what one would expect from the fact that ferric and ferrous denote different ions of a single iron atom)."
Now about ferrocenium being "vestigial". Horrors. It is a rather specialized topic and the BF4 salt is the main one. So rather than having readers consult a generic and thin article on the cation, we (I) shunt them to the salt they probably want. -- Smokefoot ( talk) 17:37, 6 November 2014 (UTC)
The reaction equation shows Fe(II)Cl2 as a reagent, but the original synthesis used ferric chloride (Fe(III)Cl3). Should be adapted to each other. -- ZdBdLaLaLa ( talk) 17:07, 10 September 2015 (UTC)
I have altered the SMILES string into Jmol=[cH-]1cccc1.[Fe+2].[cH-]1cccc1I
(for Jmol only)
May be incorrect by SMILES, but hey at least Jmol shows correct (Fe centered). - DePiep ( talk) 23:39, 3 December 2016 (UTC)
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Ferrocene is a fun compound to discuss. Approximately 100 papers, reports, and patents appear per year on it. Which of these many thousand should be mentioned? -- Smokefoot ( talk) 01:30, 14 November 2018 (UTC)
I think that the Pauson / Kealy diagram in the article is flawed in that its stoichiometry is erroneous. I have stated a discussion at Wikipedia talk:WikiProject Chemistry#The Pauson/Kealy synthesis of ferrocene, to which all are invited to participate. I am also removing the image until the discussion is resolved. EdChem ( talk) 02:56, 7 April 2019 (UTC)