Table 1 Hydrogenation of phenolic compoundsa

From: Catalytic condensation for the formation of polycyclic heteroaromatic compounds

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Entry

R

Yield (%)b

1c

None

>99

2d

None

97e

3

1-methyl

>99

4

1-ethyl

>99

5

4-methyl

>99

6

4-tert-butyl

>99

7

3,5-dimethyl

92

8f

2-amino

98

  1. a 1 mmol substrate, 50 °C, p(H2) = 20 bar, 5 mg Ru@SiCN catalyst (0.03 mol% active metal), 1 mL water, 20 h
  2. b Yields determined by GC and GC-MS using dodecane as internal standard
  3. c 50 °C, 3 bar H2 pressure, 24 h
  4. d 100 mmol substrate, 50 °C, p(H2) = 20 bar, 200 mg Ru@SiCN catalyst (0.01 mol% active metal), 10 mL water, 24 h. The reactor was pressured again to 20 bar after half of the reaction time
  5. e Yield of isolated product
  6. f 80 °C, p(H2) = 50 bar, 24 h, 20 mg catalyst (0.12 mol% active Ru)