1,1'-Diaminoferrocene

1,1'-Diaminoferrocene.svg 110 Ferrocene-1,1′-diamine 41636-79-7 57269733 15912376 1S/2C5H6N.Fe/c2*6-5-3-1-2-4-5;/h2*1-4H,6H2;/q2*-1;+2 VEDYBWCXQCEXEB-UHFFFAOYSA-N C1=C[C-](C=C1)N.C1=C[C-](C=C1)N.[Fe+2] 10 12 2 1 yellow solid 1.644 g/cm3 183-186 decomposition 1,1'-Diaminoferrocene is the organoiron compound with the formula Fe(C5H4NH2)2. It is the simplest diamine derivative of ferrocene. It is a yellow, air-sensitive solid that is soluble in aqueous acid. The 1,1' part of its name refers to the location of the amine groups on separate rings. Compared to the parent ferrocene, the diamine is about 600 mV more reducing. It can be prepared from the diisocyanate Fe(C5H4NCO)2, which in turn is derived from 1,1'-ferrocenedicarboxylic acid.10.1021/om4004972 Large-Scale Preparation of 1,1′-Ferrocenedicarboxylic Acid, a Key Compound for the Synthesis of 1,1′-Disubstituted Ferrocene Derivatives 2013 Petrov Alex R. Jess Kristof Freytag Matthias Jones Peter G. Tamm Matthias Organometallics 32 20 5946–5954 1,1'-Diaminoferrocene was originally prepared by hydrogenation of 1,1'-diazidoferrocene ( Fe(C5H4N3)2).10.1021/om0004085 Synthesis, Structure, and Properties of 1,1'-Diamino- and 1,1'-Diazidoferrocene 2000 Shafir Alexandr Power Maurice P. Whitener Glenn D. Arnold John Organometallics 19 19 3978–3982 1,1'-Diaminoferrocene has been incorporated into various diamide and diimine ligands, which form catalysts that exhibit redox switching.10.1021/ja505883u Redox Control of Group 4 Metal Ring-Opening Polymerization Activity toward l-Lactide and ε-Caprolactone 2014 Wang Xinke Thevenon Arnaud Brosmer Jonathan L. Yu Insun Khan Saeed I. Mehrkhodavandi Parisa Diaconescu Paula L. Journal of the American Chemical Society 136 32 11264–11267 25062499 2014JAChS.13611264W 22098566 https://escholarship.org/uc/item/5hm8f76w subscription References Category:Ferrocenes Category:Cyclopentadienyl complexes Category:Diamines