Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Chloro(1,5-cyclooctadiene)(pentamethylcyclopentadienyl)ruthenium, is researched, Molecular C18H28ClRu, CAS is 92390-26-6, about Cp*Ru-allylcarbene complexes by nucleophilic attack of cyclic Cp*Ru-dicarbenes.Safety of Chloro(1,5-cyclooctadiene)(pentamethylcyclopentadienyl)ruthenium.
Phenylacetylene and its derivatives react with Cp*Ru(COD)Cl under formation of the neutral 2,5-bis-substituted dicarbene ruthenacycles chloro-Cp*ruthenacyclopenta-1,3,5-trienes (1a R = Ph, 1b R = p-bromophenyl). Nucleophilic attack of PMe3 or P(OMe)3 occurs at one α-atom of the ruthenacyclopentatrienes 1 and leads under metal-chlorine bond cleavage to the corresponding Cp*Ru-allylcarbene complexes. The x-ray structures and spectroscopic data of the complexes confirm the results.
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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method