Table 1 Different catalytic systems for synthesizing C5 carboxylic acids from THF, CO2, and H2.

From: Synthesis of higher carboxylic acids from ethers, CO2 and H2

View full size image

Entry

Catalyst precursor

Promoter

Solvent

Yield of (2a + 2a’) [%]a

1b

IrI4

LiI

AcOH

70

2

IrI4

LiI

AcOH

44

3

LiI

AcOH

0

4

RhI3

LiI

AcOH

<1

5

CoCl2

LiI

AcOH

<1

6

FeI2

LiI

AcOH

0

7

RuI3

LiI

AcOH

<1

8

PdCl2

LiI

AcOH

<1

9

PtCl2

LiI

AcOH

<1

10

IrI4

AcOH

0

11

IrI4

NaI

AcOH

2

12

IrI4

KI

AcOH

<1

13

IrI4

MgI2

AcOH

0

14

IrI4

ZnI2

AcOH

0

15

IrI4

LiCl

AcOH

<1

16

IrI4

LiBr

AcOH

<1

17

IrI4

I2

AcOH

10

18

IrI4

CH3I

AcOH

<1

19

IrI4

LiI

hexanoic acid

37

20

IrI4

LiI

DMF

0

21

IrI4

LiI

Toluene

0

22

IrI4

LiI

DMSO

0

23

IrI4

LiI

H2O

0

24

IrI4

LiI

1-ethyl-3-methylimidazolium acetate

0

  1. Reaction conditions: 20 μmol catalyst precursor, 2 mmol promoter, 0.6 mL solvent, 2.45 mmol THF, 5 MPa CO2 (68 mmol) and 2 MPa H2 (at room temperature), 170 °C, 8 h
  2. aYield is based on THF feedstock (100 × moles of 2a and 2a’ per mole of THF feedstock)
  3. bThe reaction time was 16 h and the 2a accounted for 58% of total products (2a + 2a’)