Chemistry of Fe(arene)[sup +] ions with halobenzenes

Journal Article · Wed Jun 01 04:00:00 EDT 1994 · Journal of the American Chemical Society; (United States)

DOI:https://doi.org/10.1021/ja00090a027· OSTI ID:7019654

Huang, Y; Ranatunga, D R.A.; Freiser, B S ^[1]

---

1. Purdue Univ., West Lafayette, IN (United States)

The gas-phase ion chemistry between a series of Fe(arene)[sup +] ions and halobenzene and dihalobenzene species was studied. Fe[sup +] in the arene complex acts as a reaction-initiating center to insert oxidatively into the phenyl-X bond (X = Cl, Br, I). The arene ligand then undergoes migratory insertion into the Fe[sup +]-phenyl [sigma] bond. Subsequent hydrogen abstraction from the organic moiety and HX elimination generate Fe(biphenyl)[sup +] ions. This reaction cycle may be repeated up to five times to give Fe(polyphenyl)[sup +]. In contrast, Fe(fluorobenzene)[sup +] shows no reactivity with chlorobenzene, while CH[sub 3] groups on the arene ligand sterically hinder the migratory insertion into the Fe[sup +]-phenyl bond. 29 refs., 1 tab.

• DOE Contract Number: FG02-87ER13766
• OSTI ID: 7019654
• Journal Information: Journal of the American Chemical Society; (United States), Journal Name: Journal of the American Chemical Society; (United States) Vol. 116:11; ISSN JACSAT; ISSN 0002-7863
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400102 -- Chemical & Spectral Procedures
400201* -- Chemical & Physicochemical Properties
AROMATICS
CHARGED PARTICLES
CHEMICAL REACTIONS
CHLORINE COMPOUNDS
COMPLEXES
DEUTERIUM COMPOUNDS
HALOGEN COMPOUNDS
HALOGENATED AROMATIC HYDROCARBONS
HYDROCHLORIC ACID
HYDROGEN COMPOUNDS
INORGANIC ACIDS
IONS
IRON COMPLEXES
LIGANDS
MASS SPECTROSCOPY
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANOMETALLIC COMPOUNDS
SPECTROSCOPY
TRANSITION ELEMENT COMPLEXES