(283d) Catalytic Mechanism Study of a Palladium-Cyclodextrin Complex for a Suzuki-Miyaura Cross-Coupling with a Microfluidic Reactor | AIChE

(283d) Catalytic Mechanism Study of a Palladium-Cyclodextrin Complex for a Suzuki-Miyaura Cross-Coupling with a Microfluidic Reactor


Liu, Y. - Presenter, New York University
Hartman, R., New York University
Transition metal catalyzed Suzuki-Miyaura reactions are among the most versatile carbon-carbon bond forming methods, they have the advantages of ready availability of reactants, high product yields, plus mild reaction conditions.1–4 Water soluble catalysts in heterogeneous Suzuki reactions allow for the easy separation of metal catalysts such as palladium from products, and the reuse of precious metal catalysts.2,5,6 A highly selective as well as water-soluble DACH (cyclohexanediamine)-Pd-β-cyclodextrin (CD) complex as a catalyst for Suzuki reactions was synthesized and characterized following a previously reported procedure7,8 Its catalytic activity was tested and its mechanism was studied in our lab.

The high surface-to-volume ratio of microfluidic device could significantly reduce the heat and mass transfer resistance of heterogeneous reactions.9–11 And the use of continuous-flow system allows precise control of experimental parameters like residence time.12 We tested the DACH-Pd-β-CD in a designed a capillary flow system. High yields were achieved within minutes compared to the hours required in a batch reactor.7 Kinetic information at different residence times and temperatures was also obtained rapidly. A methodology for the screening of possible catalytic cycles was developed with the dispersion in the reactor characterized by Levenspiel number.13 The results will be presented and discussed.


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