Difference between revisions 6001771 and 6001772 on simplewiki

{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 457631192
| ImageFileL1 = Ferrocene.svg
| ImageSizeL1 = 80 px
| ImageFileR1 = Ferrocene-from-xtal-3D-balls.png
| ImageSizeR1 = 80 px
(contracted; show full)ub>]], [[chlorophosphine]]s or [[chlorosilane]]s. The strained compounds undergo [[ring-opening polymerization]].<ref>{{cite journal|first1=David E.|last1= Herbert |first2=Ulrich F. J.|last2= Mayer |first3=Ian |last3=Manners |title=Strained Metallocenophanes and Related Organometallic Rings Containing pi-Hydrocarbon Ligands and Transition-Metal Centers|journal= [[Angew. Chem. Int. Ed.]] |year=2007|volume =46|pages= 5060–5081|doi=10.1002/anie.200604409|issue=27}}</ref>

[[Image:FcLi2chem.png|
45380px|thumb|center|Some transformations of dilithioferrocene.]]

===Phosphorus derivatives===
Many phosphine derivatives of ferrocenes are known and some are used in commercialized processes.<ref name=Stepnicka>{{cite book|first=Petr |last=Stepnicka |title=Ferrocenes: Ligands, Materials and Biomolecules|publisher=J. Wiley |location=Hoboken, NJ|date=2008 |ISBN=0-470-03585-4}}</ref> Simplest and best known is [[1,1'-bis(diphenylphosphino)ferrocene|1,1′-bis(diphenylphosphino)ferrocene]] (dppf) p(contracted; show full)

===Pharmaceutical===
Ferrocene derivatives have been investigated as drugs.<ref>{{cite journal|first1=Dave R. |last1=Van Staveren |first2=Nils |last2=Metzler-Nolte |title=Bioorganometallic Chemistry of Ferrocene |journal=[[Chemical Reviews|Chem. Rev.]]|date= 2004 |volume=104 |pages=5931–5986
|DOI=10.1021/cr0101510}}</ref> Only one drug has entered the clinic, ferrocenerone, used to treat some cases of iron-deficiency.<ref name=Babin/>


[[Image:Ferroquine.png|thumb|220 px|Ferroquine is a commercial antimalarial drug containing a ferrocene group.]]⏎
The anticancer activity of ferrocene derivatives was first investigted in the late 1970s, when derivatives bearing [[amine]] or [[amide]] groups were tested against lymphocytic [[leukemia]].<ref name=":0">{{Cite journal|last=Ornelas|first=Catia|title=Application of ferrocene and its derivatives in cancer research|journal=New Journal of Chemistry|volume=35|doi=10.1039/c1nj20172g}}</ref> Some ferrocenium salts exhibit anticancer activity, but no compound has seen evaluation in the clinic.<ref name=Babin>Babin, V. N., et al., "Ferrocenes as potential anticancer drugs. Facts and hypotheses", Russ. Chem. Bull. 2014, volume 63, 2405-2422. {{DOI|10.1007/s11172-014-0756-7}}</ref>  An experimental drug was reported which is a ferrocenyl version of [[tamoxifen]].<ref name = top2003 />  The idea is that the tamoxifen will bind to the [[estrogen]] binding sites, resulting in cytotoxicity.<ref name=top2003>{{cite journal|first1=S. |last1=Top |first2=A. |last2=Vessières |first3=G. |last3=Leclercq |first4=J. |last4=Quivy |first5=J. |last5=Tang |first6=J. |last6=Vaissermann|first7= M. |last7=Huché |first8=G. |last8=Jaouen| title=Synthesis, Biochemical Properties and Molecular Modelling Studies of Organometallic Specific Estrogen Receptor Modulators (SERMs), the Ferrocifens and Hydroxyferrocifens: Evidence for an Antiproliferative Effect of Hydroxyferrocifens on both Hormone-Dependent and Hormone-Independent Breast Cancer Cell Lines| journal=[[Chem. Eur. J.]]| year=2003| volume=9| pages=5223–36|pmid=14613131|doi=10.1002/chem.200305024|issue=21}}</ref><ref>{{cite journal|journal=[[Chemical and Engineering News]]|date=16 September 2002| title= The Bio Side of Organometallics|author= Ron Dagani| volume = 80| issue= 37| pages = 23–29| url=http://pubs.acs.org/cen/science/8037/8037sci1.html|doi=10.1021/cen-v080n037.p023}}</ref>
7-chloro-N-(2-((dimethylamino)methyl)ferrocenyl)quinolin-4-amine⏎
Particular success has been seen for [[antimalarial]] activity,.<ref name="BiotNosten2011">{{cite journal|last1=Biot|first1=C.|last2=Nosten|first2=F.|last3=Fraisse|first3=L.|last4=Ter-Minassian|first4=D.|last5=Khalife|first5=J.|last6=Dive|first6=D.|title=The antimalarial ferroquine: from bench to clinic|journal=Parasite|volume=18|issue=3|year=2011|pages=207–214|issn=1252-607X|doi=10.1051/parasite/2011183207|url=http://www.parasite-journal.org/articles/parasite/full_html/2011/03/parasite2011183p207/parasite2011183p207.html|PMID=21894260|PMC=3671469}} {{op(contracted; show full)
{{Authority control}}

[[Category:Organoiron compounds]]
[[Category:Metallocenes]]
[[Category:Antiknock agents]]
[[Category:Sandwich compounds]]
[[Category:Cyclopentadienyl complexes]]