192137-43-2Relevant academic research and scientific papers
Synthesis of ferrocenyl-1,2-diketones and related compounds: Crystal and molecular structures of 1,2-diferrocenylethanedione and 1-ferrocenyl-2-(4-biphenylyl) ethanedione
Glidewell, Christopher,Ahmed, S. Zaka,Gottfried, Michael,Lightfoot, Philip,Royles, Brodyck J.L.,Scott, Jeremy P.,Wonnemann, Joerg
, p. 177 - 185 (1997)
Ferrocenyl-1,2-diketones FcCOCOR, 3, [Fc = (C5H5)Fe(C5H4)] can be prepared by oxidation of acylferrocenes FcCOCH2R or, more efficiently, by oxidation of the isomeric ketones FcCH2COR, 2. The ketones 2 are in turn readily synthesized from the salt (FcCH2PPh3)+I- via the acylated salts [FcCH(COR)PPh3]+I-. The haloacylferocenes FcCOCClxH3-x (x = 1, 2, 3, of which the x = 2 example is synthetically equivalent to a diketone) are synthesized by Friedel-Crafts acylation of ferrocene using CClxH3-xCOCl/AlCl3, but the reaction proceeds via two parallel pathways, one giving the normal acyl derivatives FcCOCClxH3-x and the other giving the reduced products FcCOCClx-1H4-x. Two diketones FcCOCOFc 3b and FcCOCOC6H4Ph 3c have been structurally characterised by single-crystal X-ray diffraction.
