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User:Barras/Ferrocene
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(contracted; show full)ehyde]], a [[phosphonium salt]] and [[sodium hydroxide]].<ref>{{cite journal|last1=Liu |first1=Wan-yi |last2=Xu |first2=Qi-hai|last3= Ma|first3= Yong-xiang|last4= Liang|first4= Yong-min|last5= Dong|first5= Ning-li|last6= Guan|first6= De-peng|journal=[[Journal of Organometallic Chemistry|J. Organomet. Chem.]]|year=2001|volume=625|pages=128–132|doi=10.1016/S0022-328X(00)00927-X|title=Solvent-free synthesis of ferrocenylethene derivatives}}</ref> The vinyl ferrocene can be converted into a polymer
 (polyvinylferrocene, PVFc) which can be thought of as a ferrocenyl version of [[polystyrene]] (the phenyl groups are replaced with ferrocenyl groups). PAnother polymer which can be formed is poly(2-(methacryloyloxy)ethyl ferrocenecarboxylate), PFcMA.  In addition to using organic polymer backbones, these pendant ferrocene units have been attached to both organic and inorganic polymer backbones (such as [[polysiloxane]]s, [[polyphosphazene]]s, and poly[[phosphinoborane]]s, (&ndash;PH(R)&ndash;BH<sub>2</sub>&ndash;)<sub>''n''</sub>) produc, and the resulting materials wexhibith unusual physical and electronic properties relating to the ferrocene / ferrocinium redox couple, such as the changed [[wettability]] of a silica surface with tethered polymer strands.<ref name = Pietschnig>{{cite journal|first = Rudolf|last = Pietschnig|title = Polymers with pendant ferrocenes|journal = [[Chemical Society Reviews|Chem. Soc. Rev.]]|year = 2016|volume = 45|pages = 5216-5231|doi = 10.1039/C6CS00196C}}</ref>  Both PVFc and PFcMA have been tethered onto [[silica]] wafers and the [[wettability]] measured when the polymer chains are uncharged and when the ferrocene moieties are oxidised to produce positively charged groups.  The [[contact angle]] with water on the PFcMA-coated wafers was 70&deg; smaller following oxidation, while in the case of PVFc the decrease was 30&deg;, and the switching of wettability is reversible.  In the PFcMA case, the effect of lengthening the chains and hence introducing more ferrocene groups is significantly larger reductions in the contact angle upon oxidation.<ref name = Pietschnig /><ref>{{cite journal|first1 = J.|last1 = Elbert|first2 = M.|last2 = Gallei|first3 = C.|last3 = Rüttiger|first4 = A.|last4 = Brunsen|first5 = H.|last5 = Didzoleit|first6 = B.|last6 = Stühn|first7 = M.|last7 = Rehahn|journal = [[Organometallics]]|year = 2013|volume = 32|issue = 20|pages = 5873–5878|title = Ferrocene Polymers for Switchable Surface Wettability|doi = 10.1021/om400468p}}</ref>

===As a ligand scaffold===
Chiral ferrocenyl [[phosphine]]s are employed as ligands for transition-metal catalyzed reactions. Some of them have found industrial applications in the synthesis of pharmaceuticals and agrochemicals. For example, the [[diphosphines|diphosphine]] [[1,1'-bis(diphenylphosphino)ferrocene|1,1′-bis(diphenylphosphino)ferrocene]] (dppf) is a valuable ligand for [[palladium]]-[[coupling reaction]]s.

==Derivatives and variations==
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[[Category:Organoiron compounds]]
[[Category:Metallocenes]]
[[Category:Antiknock agents]]
[[Category:Sandwich compounds]]
[[Category:Cyclopentadienyl complexes]]