Skip to main content
. 2018 May 21;3(5):5491–5501. doi: 10.1021/acsomega.8b00560

Table 2. Arylation of HMF with Mesitylene over Various Catalystsa.

graphic file with name ao-2018-00560s_0015.jpg

          Conv.c (%) yieldd (%)
 
entry catalyst loading T (°C) t (h) 6 1 4 TOF (h–1)
1 concd H2SO4 10 mol % 80 3 >99 75 11 0.2
2 Amberlyst-15 0.1 g 80 4 >99 79 07 13.83
3 ZrOCl2·8H2O 0.1 g 80 16 >99 30 11 0.14
4 Mont 0.1 g 110 16 44 21 09 2.5
5 Zr-Mont 0.1 g 110 12 >99 86 02 2.63
6 Zr-Mont 0.05 g 110 16 64 50 00 3.15
7 Zr-Mont 0.2 g 110 16 >99 75 17 1.57
8 Sn-Mont 0.1 g 110 16 >99 70 21 2.09
9 Al-Mont 0.1 g 110 16 72 57 trace 2.70
10 Fe-Mont 0.1 g 110 16 55 43   2.79
11b Zr-Mont 0.1 g 110 16 >99 83 02 2.67
a

Reaction conditions: HMF (0.252 g, 2 mmol), mesitylene (5 mL), nitroethane (5 mL), and catalyst.

b

Crude HMF obtained from fructose.

c

Conversion of HMF was measured using HPLC.

d

Isolated yields.