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. 2020 May 8;26(33):7405–7415. doi: 10.1002/chem.201905561

Table 7.

The synthesis of trans3 with various catalysts.[a]

Entry

Catalyst [mol %]

t [h]

Conv.

[%][b]

Selectivity

trans3 [%]

trans/

cis 3

1

A (2)+[Bu4N]Br (3)

4.5

68

76

1:0

2

A (1)+[Bu4N]Br (3)

4.5

56

77

1:0

3

A (1)+[Bu4N]Br (3)

24

91

64

1:0

4

A (5)

4.5

83

72

1:0

5

[Bu4N]Cl (3)

4.5

35

82

1:0

6

[Bu4N]Br (3)

4.5

45

59

1:0

7

[Bu4N]I (3)

4.5

15

52

1:0

8

Aliquat 336[c] (3)

4.5

34

69

1:0

9

A (2)+[Bu4N]Cl (3)

4.5

83

78

1:0

10

A (2)+[Bu4N]I (3)

4.5

55

39

1:0

11

A (2)+[Bu4N]Cl (3)

24

93

74

1:0

12

A (2)+[Bu4N]Br (3)

24

96

55

1:0

13

A (2)+[Bu4N]I (3)

24

98

67

1:0

14

none

4.5

[d]

[a] Reaction conditions: trans2 (2.0—2.6 mmol) (see the Supporting Information IVc), 140 °C, 75 bar CO2 at 40 °C, biphenyl (10 mol %) as an internal standard, stirrer speed 300 rpm. [b] Determined from quantitative 1H NMR spectroscopy. [c] Aliquat 336=commercial mixture of C8 and C10 quaternary ammonium salts with predominately N‐methyl‐N,N,N‐trioctylammonium chloride. [d] 5 % mass loss.