Table 2.

Oxidation of TMHQ and MNL on SiO₂‐supported 5Au5Ru catalysts in MeOH or MeNO₂.

Entry	Catalyst	substrate	Solv.	T [°C]	t [h]	Conv. [%]	Sel. [%]
							TMBQ	BNP
1 a)	MW‐5Au5Ru	TMHQ	MeOH	r.t	2	58.2	91.3
2 a,b)	DP‐5Au5Ru	TMHQ	MeOH	r.t	2	100	92.9
3 c)	MW‐5Au5Ru	TMHQ	MeOH	60	3	100	100
4 a)	DP‐5Au5Ru	TMHQ	MeOH	60	2	100	97.9
5 a)	MW‐5Au5Ru	TMHQ	MeNO2	r.t	2	100	98.9
6	DP‐5Au5Ru	TMHQ	MeNO2	r.t	2	100	100
7	MW‐5Au5Ru	TMHQ	MeNO2	96	2	100	100
8 a)	DP‐5Au5Ru	TMHQ	MeNO2	96	2	100	99.3
9	MW‐5Au5Ru (used)	TMHQ	MeNO2	96	2	100	100
10	MW‐5Au5Ru	MNL	MeOH	r.t	2	34.0		100
11 d,e)	DP‐5Au5Ru	MNL	MeOH	r.t	1	82		88.7
12	MW‐5Au5Ru	MNL	MeOH	60	1	96		100
13 e)	DP‐5Au5Ru	MNL	MeOH	60	1	≤99.0		90.2
14d, e,f)	MW‐5Au5Ru	MNL	MeNO2	r.t	1	47.1		52.0
15c, d,e)	MW‐5Au5Ru	MNL	MeNO2	96	1	≤99.0		55.0

^a)A brown polymeric compound was identified (¹³C NMR);^{[ 26 ]}

^b)A purple minor product was observed;

^c)Conversion of MNL after 2 h was very low;

^d)Multiple minor byproducts with comparable retention factors were not separated by column chromatography;

^e)Traces of a brown product were obtained;

^f)Trace amounts of BNL (binaphthol) was formed.