General Notes:

1. Mass Spectrometric data that failed to align in the Progenesis software were not used for further analysis. Unknown mass ions data were not included in the analyses.

2. The 130 degree Celsius temperature data and the 24 hour time data were removed from the analyses. 

3. The LC-MS data collected from four sets of experiments performed on a Chemspeed robotic platform (ISYNTH) are provided in folders labelled “GEC2-127-138”, “GEC2-141-152”, “GEC2-153-164” and “GEC2-165-176”. Three replicate reactions were carried out at six different temperatures (80° C, 90° C, 100° C, 110° C, 120° C and 130° C) for five different reaction times (1 hour, 2 hours, 4 hours, 8 hours and 24 hours) with two different solvents, giving 180 reactions in total in each experiment. The solvents used in the “GEC2-127-138” reactions were MeCN and n-Bu2O, those in “GEC2-141-152” were toluene and DMF, those in “GEC2-153-164” were MEK and propylene carbonate and the solvents in “GEC2-165-176” reactions were BuCN and n-Bu2O/DMF (9:1 ratio). The file “info.csv” gives the details for the individual reaction files provided in Bruker Daltronics .d format, except for MS data that failed to align in the Progenesis software. In addition to the reaction files, data from blank samples and quality control (QC) samples are provided. Blanks were run at the beginning and end of a run to check for carry over and to allow the level of background ions to be determined. Following the first blank sample, 20 QC samples were run to equilibrate the column and a further QC sample run after every 5 reactions. The Bruker .seq file, used by the LC-MS instrument to automate the run, includes information on vial positions and the order that the samples were run.