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• W1968942534 endingPage "382" @default.
• W1968942534 startingPage "370" @default.
• W1968942534 abstract "Mechanisms of platinum- and palladium-catalyzed nucleophilic substitutions of the allyl carbons of 2-chloro-2-propenyl ethyl carbonate have been studied by applying the ab initio molecular orbital method. By taking some model complexes, the nucleophilic substitution of the allyl carbon of (π-allyl)platinum complex has been demonstrated to consist of three steps, the formation of a π-allyl complex, conversion of the complex into a metallacyclic form, and the formation of an η3-allyl product. The platinacyclo adduct and the η2-complex are almost the same in stability. Replacement of the coordinated ligand in the η2-product has been shown to be unfavorable from an energetic point of view. On the other hand, the palladium-catalyzed nucleophilic attack takes place at the terminal carbon of an allyl moiety to give an allylated product. It has been shown that the palladacyclobutane is less stable by ∼15 kcal/mol than the η2-complex. Thus, the formation of an η3-allyl product via a metallacyclic adduct is unlikely in the palladium-catalyzed nucleophilic substitution. The replacement of the coordinated alkene ligand with the starting material will take place in this case to promote the catalytic process. The relative stabilities of the η2- and the metallacyclic forms in platinum and palladium complexes have been discussed in terms of orbital interactions." @default.
• W1968942534 created "2016-06-24" @default.
• W1968942534 creator A5003600234 @default.
• W1968942534 creator A5051131902 @default.
• W1968942534 date "1999-01-01" @default.
• W1968942534 modified "2023-10-03" @default.
• W1968942534 title "Mechanisms of the Nucleophilic Substitution of the Allyl Carbons of (π-Allyl)platinum and (π-Allyl)palladium Complexes" @default.
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