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Supplementary Table 1 – Alkene oxidation with molecular oxygen using Au/C catalysts

Alkene / Solvent / Initiator / Gold / Conversion / Product Selectivity / S Cn
(mol%) / (wt%) / (%) / / / / / / / Sela / Yieldb
/ 1,2,3,5-Tetra / TBHP (5) / 0.25 / 16 / 31.9 / 41.9 / 6.3 / - / - / - / 80.1 / 12.8
Methylbenzene (TMB) / 0.5 / 36.4 / 28.6 / 26.1 / 3 / - / - / - / 57.7 / 21
1.0 / 29.7 / 50.2 / 26.3 / Tr / - / - / - / 76.8 / 22.8
TBHP (2.5) / 1.0 / 18 / 37.2 / 37.8 / Tr / - / - / - / 75 / 13.5
H2O2 (5) / 1.0 / 5.8 / 46.6 / 36.2 / Tr / - / - / - / 82.8 / 4.8
/ Toluene / TBHP (5) / 1.0 / 12.3 / - / - / - / 22.8 / 11.9 / 62.4 / 97.1 / 11.9
1,4-Dimethylbenzene / TBHP (5) / 1.0 / 34.2 / - / - / - / 13.5 / 10.5 / 37.7 / 61.7 / 21.1
1,2,4,5- TMB/1,4-Dimethylbenzene / TBHP (5) / 1.0 / 17.3 / - / - / - / 28.9 / 15 / 46.8 / 90.7 / 15.7
1,4-Difluorobenzene / TBHP (5) / 1.0 / 19.2 / - / - / - / 18.2 / 9.9 / 45.8 / 73.9 / 14.2
Hexafluorobenzene / TBHP (5) / 1% Au/C / 7.9 / - / - / - / 29.1 / 11.4 / 45.6 / 86.1 / 6.8

Reaction conditions: 0.22 g catalyst, 0.012 mol alkene, 80 °C, 24 h, solvent (20 ml), tertiary butyl hydroperoxide / hydrogen peroxide as initiator (mol% based on alkene)

a Total selectivity to partial oxidation products b Total yield of partial oxidation products