In organometallic chemistry, a metallacycle is a derivative of a carbocyclic compound wherein a metal has replaced at least one carbon center;[2][3] this is to some extent similar to heterocycles. Metallacycles appear frequently as reactive intermediates in catalysis, e.g. olefin metathesis and alkyne trimerization. In organic synthesis, directed ortho metalation is widely used for the functionalization of arene rings via C-H activation. One main effect that metallic atom substitution on a cyclic carbon compound is distorting the geometry due to the large size of typical metals.
^R. J. Klingler; J. C. Huffman; J. K. Kochi (1982). "Synthesis, structure, and electrochemistry of platinum(II) metallacyclobutanes". J. Am. Chem. Soc. 104 (8): 2147–2157. doi:10.1021/ja00372a010.
^Elschenbroich, C. ”Organometallics” (2006) Wiley-VCH: Weinheim. ISBN 978-3-527-29390-2
^Jolly, William L. (1989). Modern Inorganic Chemistry (third ed.). McCraw-Hill. ISBN 0-07-032760-2.
In organometallic chemistry, a metallacycle is a derivative of a carbocyclic compound wherein a metal has replaced at least one carbon center; this is...
Selective Trimerization of Ethylene Affording 1-Hexene: New Evidence of a Metallacycle Mechanism". Journal of the American Chemical Society. 131 (15): 5370–5371...
transalkylation mechanism (ruled out): In 1971 Chauvin proposed a four-membered metallacycle intermediate to explain the statistical distribution of products found...
Organorhodium chemistry is the chemistry of organometallic compounds containing a rhodium-carbon chemical bond, and the study of rhodium and rhodium compounds...
[Cr2(CH2SiMe3)6]2- and Its Conversion to the Unusual "Windowpane" Bis(metallacycle) Complex [Cr(κ2C,C-CH2SiMe2CH2)2]2-". Organometallics. 13: 1646. doi:10...
structure (amides can also assume this role). Uranium and thorium both form metallacycles with a diverse chemistry. These complexes are very labile so trimethylsilyl...
formula LnM(CH2)4 (Ln = ligands, and M = metal). They are a type of metallacycle. Metallacyclopentanes are intermediates in some metal-catalysed reactions...
interact strongly enough with copper species to form a novel type of metallacycle. Gilbert, John C.; Hou, Duen-Ren (2003). "Competitive Intermolecular...
Metalloles are metallacycle derivatives of cyclopentadiene in which the carbon atom at position 5, the saturated carbon, is replaced by a heteroatom. In...
Palladacycle, as a class of metallacycles, refers to complexes containing at least one carbon-palladium bond. Palladacycles are invoked as intermediates...
amines: The hydride shift was envisaged as taking place through a Pd(IV) metallacycle: In related work the intermediate associated with the hydride shift remains...
in Aromatic Ketone by Ru Complex. Role of Unusual Five-Coordinated d6 Metallacycle Intermediate with Agostic Interaction". Journal of the American Chemical...
of in situ generated zirconocenes are coupling or insertion to form metallacycles. These reactions have been observed upon addition of carbon monoxide...
nucleophilic character to the vicinal carbon atoms of the alkyne (figure 7). Metallacycle intermediates (19) are the result of the simultaneous complexation and...
hydrocarbon ligand is viewed as the anion C5H5−. The 6 π electrons in the metallacycle conform to the Hückel (4n+2) theory. The first reported stable metallabenzene...
where displacement takes place. This forms a thermodynamically favorable metallacycle to prevent subsequent inversions. Formally, this process provides anti-carboalumination...
Fagan, Paul J.; Nugent, William A.; Calabrese, Joseph C. (1994-03-01). "Metallacycle Transfer from Zirconium to Main Group Elements: A Versatile Synthesis...
to oxidative addition to transition metal complexes. The resulting metallacycles are susceptible to a variety of reactions. These reactions are rare...