Table 2.

Oxidation of 1-acetylcyclohexene by TBHP in CD₂Cl₂ at 40 °C with various catalysts.^a

Catalyst	Oxidant	% Conversion b	% Yieldc	Relative %yieldd			Ratio (9 + 13)/10
0.5 mol % Rh2(cap)4	70 % TBHP in water	80	71	27	34	39	1.6
0.1 mol % Rh2(cap)	70 % TBHP in water	80	63	40	30	30	2.3
0.5 mol % Rh2(cap)4 0.5 equiv. K2C03	6.7 M TBHP in decane	82	49	45	22	33	2.0
2.0 mol % RuCl3•nH2O	70 % TBHP in water	59	42	21	38	40	1.5
2.0 mol % CuI	70 % TBHP in water	71	51	24	37	39	1.6
5.0 mol % Pd(OH)2	70 % TBHP in water	38	36	17	50	33	2.0
5.0 mol % Pd(OH)2 0.25 equiv. K2CO3	70 % TBHP in water	62	42	40	31	29	2.4

^aReactions were performed with 1-acetylcyclohexene (0.27 M in CD₂C1₂), using 4.0 equiv 70 % TBHP in D₂0 and the specified amount of catalyst with 1.0 equiv of biphenyl as internal standard. The reactions were performed in a standard NMR tube, heated to 40 °C, and were monitored by ¹H NMR.

^bPercent conversion for each reaction was measured by the amount of 1-acetylcyclohexene remaining after 20 hours, relative to the internal standard.

^cPercent yield was determined by the sum of products formed after 20 hours, relative to the internal standard.

^dThe results from duplicate runs were reproducible within 5 % of the reported values.