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Creators/Authors contains: "Chen, Xingshuo"

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  1. ; ; ; ; ; (, The Journal of Physical Chemistry A)
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  2. ; ; ; ; ; (, Chemical Science)
    A closed system has been designed to perform microdroplet/thin film reactions with solvent recycling capabilities for gram-scale chemical synthesis. Claisen–Schmidt, Schiff base, Katritzky and Suzuki coupling reactions show acceleration factors relative to bulk of 15 to 7700 times in this droplet spray system. These values are much larger than those reported previously for the same reactions in microdroplet/thin film reaction systems. The solvent recycling mode of the new system significantly improves the reaction yield, especially for reactions with smaller reaction acceleration factors. The microdroplet/thin film reaction yield improved on recycling from 33% to 86% and from 32% to 72% for the Katritzky and Suzuki coupling reactions, respectively. The Claisen–Schmidt reaction was chosen to test the capability of this system in gram scale syntheses and rates of 3.18 g per h and an isolated yield of 87% were achieved. 
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  3. ; ; ; ; ; ; ; ; (, ChemPlusChem)
    Abstract Palladium‐catalyzed Suzuki‐Miyaura (SM) coupling is widely utilized in the construction of carbon‐carbon bonds. In this study, nanoelectrospray ionization mass spectrometry (nanoESI‐MS) is applied to simultaneously monitor precatalysts, catalytic intermediates, reagents, and products of the SM cross‐coupling reaction of 3‐Br‐5‐Ph‐pyridine and phenylboronic acid. A set of Pd cluster ions related to the monoligated Pd (0) active catalyst is detected, and its deconvoluted isotopic distribution reveals contributions from two neutral molecules. One is assigned to the generally accepted Pd(0) active catalyst, seen in MS as the protonated molecule, while the other is tentatively assigned to an oxidized catalyst which was found to increase as the reaction proceeds. Oxidative stress testing of a synthetic model catalyst 1,5‐cyclooctadiene Pd XPhos (COD−Pd‐XPhos) performed using FeCl3supported this assignment. The formation and conversion of the oxidative addition intermediate during the catalytic cycle was monitored to provide information on the progress of the transmetalation step. 
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