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• W2087106716 abstract "The reactions between alkynes and the chloride-bridged cyclopalladated dimers derived from orthopalladation of acetanilide, [{P[graphic omitted])}2(µ-Cl)2](1), and amidine, [{P[graphic omitted]Ph)}2(µ-Cl)2](2), afforded organometallic products in which one, two, or three alkynes had been inserted into the Pd–C bonds of (1) and (2), the ratio of alkyne : palladium in the final products being independent of the stoicheiometry of the reaction. Compound (1) gave with hexafluorobut-2-yne the mono-inserted product [{P[graphic omitted])](µ-Cl)}2]. With diphenylacetylene it gave an unstable product (7) in which two alkynes had been added per palladium atom forming with the acetanilide unit a spirocyclic ligand η3-bonded to the palladium centre. Compound (7) decomposed on heating to afford quantitatively the pentasubstituted naphthalene derivative C10H3Ph4(NHCMeO). Compound (2) reacted with diphenylacetylene and ethyl 3-phenylpropionate to give the di-inserted products [P[graphic omitted]CMeNHPh)}Cl](11, R = Ph; 12, R = CO2Et). The structure of (12) was ascertained by an X-ray structure determination, which confirmed the regioselectivity of the insertion reaction and that (12) is an eight-membered palladocyclic ring through the co-ordination to the metal of the nitrogen atom immediately adjacent to the phenyl ring. Triple insertion of alkynes was observed when reacting (1) and (2) with dimethyl acetylenedicarboxylate affording [P[graphic omitted]CMeYH)]}Cl](9, Y = O; 13, Y = NPh). The structure of (9) has been confirmed by an X-ray diffraction study. A related triple insertion occured when treating (1) with but-2-yne affording a thermally unstable intermediate; its depalladation led to trans-o-C6H4(NHCMeO)CHCH(C5Me5)." @default.
• W2087106716 created "2016-06-24" @default.
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• W2087106716 date "1988-01-01" @default.
• W2087106716 modified "2023-09-26" @default.
• W2087106716 title "Reactivity of cyclopalladated compounds. Part 18. Compared reactivity of the Pd–C bonds of two closely related six-membered palladocyclic rings with substituted alkynes. X-Ray and molecular structures of [Pd{C(Ph)C(R)C(Ph)C(R)(o-C₆H₄NCMeNHPh)}Cl](R = CO₂Et) and [Pd{C(R)[C(CO₂Me)C(R)C(R)C(R)C(R)][o-C₆H₄NCMe(OH)]}Cl](R = CO₂Me)" @default.
• W2087106716 doi "https://doi.org/10.1039/dt9880002421" @default.
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