Final Report for: "Bis-pi-allylpalladium Complexes in Catalysis of Multicomponent Reactions"

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The research project involved the development of new and functionally improved Pd(II) catalyst for a three-component reaction of boronic acids, allenes and imines to afford homoallylic amines that are useful in synthesis of biologically active heterocycles. Furthermore, insights into the reaction mechanism and the structure and reactivity of the catalytically active intermediates involved in this process were sought. As a result of this work, a new type of Pd-catalysts possessing an auxiliary ligand attached to the Pd center via a C-Pd and N-Pd bonds were identified, and found to be more active than the traditional catalysts derived from Pd(OAc)2. The ... continued below

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Malinakova, H. C. & Shiota, Atsushi June 29, 2012.

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The research project involved the development of new and functionally improved Pd(II) catalyst for a three-component reaction of boronic acids, allenes and imines to afford homoallylic amines that are useful in synthesis of biologically active heterocycles. Furthermore, insights into the reaction mechanism and the structure and reactivity of the catalytically active intermediates involved in this process were sought. As a result of this work, a new type of Pd-catalysts possessing an auxiliary ligand attached to the Pd center via a C-Pd and N-Pd bonds were identified, and found to be more active than the traditional catalysts derived from Pd(OAc)2. The new catalysts provided an access to a broader range of homoallylic amine products. Although the final unequivocal evidence regarding the structure of the Pd(II) complex involved in the nucleophilic transfer of the allyl fragment from the palladium center to the imine could not be obtained, mechanistic insights into the events that are detrimental to the activity of the originally reported Pd(OAc)2-based catalytic systems were uncovered.

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  • Report No.: DOE/ER/15792-3
  • Grant Number: FG02-06ER15792
  • DOI: 10.2172/1044605 | External Link
  • Office of Scientific & Technical Information Report Number: 1044605
  • Archival Resource Key: ark:/67531/metadc833961

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Office of Scientific & Technical Information Technical Reports

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  • June 29, 2012

Added to The UNT Digital Library

  • May 19, 2016, 9:45 a.m.

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  • June 20, 2016, 12:36 p.m.

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Malinakova, H. C. & Shiota, Atsushi. Final Report for: "Bis-pi-allylpalladium Complexes in Catalysis of Multicomponent Reactions", report, June 29, 2012; United States. (digital.library.unt.edu/ark:/67531/metadc833961/: accessed November 23, 2017), University of North Texas Libraries, Digital Library, digital.library.unt.edu; crediting UNT Libraries Government Documents Department.