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Flyover complex

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Structure of the flyover complex Fe2(C4H4CO)(CO)6, which has idealized C2-symmetry.

In organometallic chemistry, a flyover complex features two metals bridged by the fragment OC(RC=CR)2. Some flyover complexes are symmetrical and some are not.

Structure of an asymmetrical flyover complex (C5H5)2Fe2CO. The Fe-Fe bond length is 258.8 picometers.

Common examples are the iron carbonyl derivatives, which are typically air-stable, soluble in nonpolar solvents, and red-orange in color. These diiron complexes arise by the reaction of alkynes with iron carbonyls. Such reactions are known to generate many products, e.g. complexes of cyclopentadienones and para-quinones.

Some ferrole complexes react with tertiary phosphines to give the substituted flyover complex Fe2(CO)5(PR3)(C4R4CO). They insert alkynes en route to tropones (R6C7O).

References

  1. Davidson, John L.; Green, Michael; Stone, F. Gordon A.; Welch, Alan J. (1976). "Insertion Reactions of Hexafluorobut-2-yne, Tetrafluoroethylene, and Hexafluoroacetone with η-Cyclopentadienyl-Iron, -Ruthenium, -Palladium, and -Molybdenum Complexes; Molecular and Crystal Structures of and ". J. Chem. Soc., Dalton Trans. (20): 2044–2053. doi:10.1039/dt9760002044.
  2. Fehlhammer, W.P.; Stolzenberg, H. (1982). "Dinuclear Iron Compounds with Hydrocarbon Ligands". In Geoffrey Wilkinson; F. Gordon A. Stone; Edward W. Abel (eds.). Comprehensive Organometallic Chemistry. pp. 513–613. doi:10.1016/B978-008046518-0.00051-9. ISBN 9780080465180.
  3. Piero Pino; Irving Wender, eds. (1968). Organic Syntheses via Metal Carbonyls Volume 1. NY: Wiley Interscience.
  4. Giordano, Roberto; Sappa, Enrico; Cauzzi, Daniele; Predieri, Giovanni; Tiripicchio, Antonio (1996). "Reactions of the 'Ferrole' Complex with Group 15 Donor Ligands and with Alkynes. Stepwise Formation and Disengagement of Tropones. Crystal and Molecular Structure of ". Journal of Organometallic Chemistry. 511 (1–2): 263–271. doi:10.1016/0022-328X(95)05936-J.
  5. Fagan, Paul J. (1995). "Dinuclear Iron Compounds with Hydrocarbon Ligands". Comprehensive Organometallic Chemistry II. pp. 231–258. doi:10.1016/B978-008046519-7.00058-7. ISBN 9780080465197.
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