期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 13, 期 17, 页码 4953-4959出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob00289c
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资金
- Netherlands Organization for Scientific Research (NWO) [ECHO.09.TD.024]
The inner walls of glass microreactors were functionalized with dendrimer-encapsulated Pd nanoparticles. The catalysts were efficient for the Heck-Cassar (copper-free Sonogashira) and Suzuki-Miyaura (SMC) cross-coupling reactions. For the Heck-Cassar reaction between iodobenzene and phenylacetylene, the catalytic system exhibited a high turnover frequency (TOF) and on average required milder reaction conditions as compared to other continuous flow cross-couplings. A study of the substituent effect of para-substituted aryl halides revealed a beneficial effect of electron-withdrawing side groups for the SMC. Moreover, a reaction constant (rho) of 1.5, determined from the Hammett plot, indicated a possible rate-determining step other than the oxidative addition.
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