Analysis of crude reaction mixtures and product isolation was performed by HPLC-MS on a ThermoFisher system, equipped with a Vanquish HPLC and a QExactive mass spectrometer. Injection to the HPLC-MS system was realized through a 6-port injection valve on the deck of the Chemspeed SWING XL platform. Job submission and orchestration of operations between the two devices was enabled by ChemOS 2.0. Upon submission of a job from ChemOS 2.0 to the HPLC-MS device, an HPLC-MS run is automatically started. After the equilibration stage, ChemOS 2.0 can read the ready status from the HPLC-MS device, and commence the analyte transfer into the sample loop on the Chemspeed SWING XL. Data acquisition on the HPLC-MS device is started through an electronic trigger sent from the injection valve driver on the Chemspeed SWING XL, indicating the exact sample injection time. Upon completion of the first analysis run, the target compounds are identified by matching peaks in the wavelength-averaged UV/vis chromatogram and their extracted ion chromatograms, respectively. The detailed workflow for peak identification is described in previous work. All analysis results are stored on ChemOS 2.0. In case of successful detection of the desired reaction product, a second HPLC-MS run is initialized by ChemOS 2.0, following the workflow detailed above. In this case, the fraction containing the desired product is automatically collected using a downstream selection valve, and is used for spectroscopic characterization (see below).