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Synthesis of Transition Metal Nanocatalysts (Pd, Ni, Co) and Their Application in Regioselective Carbon-carbon and Carbon-heteroatom Bond Formation

Pourkaveh Dehkordi, Raheleh | 2019

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  1. Type of Document: Ph.D. Dissertation
  2. Language: Farsi
  3. Document No: 51907 (03)
  4. University: Sharif University of Technology
  5. Department: Chemistry
  6. Advisor(s): Matloubi Moghaddam, Firouz
  7. Abstract:
  8. Due to many vast application of C-C bond formation in the areas including bioactive compounds and natural products, over the past few years, the C-C coupling reactions have become a versatile tool in organic synthesis.First, a two-metal catalyst (CoFe2O4) was synthesized and its catalytic activity was evaluated in unsymmetrical thioether synthesis which offered an odorless, ligand-free and aryl halide-free rout for the formation of desired products. The catalyst was recovarable and was able to catalyze the reaction for 10 runs with retention of catalytic activity.In the next step, three-metal catalyst (CoCuFe2O4) was synthesized using the co-precipitation method and characterized.Then, these nanoparticles which have been crystallized in spinel structure were employed to catalyzed different C-C and C-heteroatom bond formation reactions (shown below). In all cases, the proposed catalytic systems could catalyze the reactions efficiently and the optimized reaction conditions were milder and more effective than the previous reported methods.In the second section, L-proline decorated with aminomontmorillonite as an organic-inorganic support for gold-based catalyst was successfully synthesized. The new catalyst was characterized and evaluated as heterogenous nanocatalyst in A3 coupling reaction for the formation of propargyl amine in green medium at ambient temperature.In addition, the catalyst could be easily recovered by simple filtration and reused for at least 6 cycles without losing its activity.In the last section, the first para-selective palladium-catalyzed alkenylation of tertiary amines by means of Oxidative-Heck reaction was reported. highly para-selective olefination of tertiary anilines occurred via no-chelate assisted C-H activation catalyzed by palladium under mild reaction conditions.In addition, density functional theory (DFT) calculations were used to assess a plausible mechanism
  9. Keywords:
  10. Nano Catalyst ; Spinel Ferrite ; Carbon-Hydrogen Bond Activation ; Carbon-Carbon Forming Reaction ; Carbon-Heteroatom Bond Formation ; Transition Metals

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