Table 1 Enantioselectivity of Rh(I)-catalysed hydrogenation of reaction (1) as a function of applied tensile and compressive strain in loaded and unloaded N1·Rh and N1con·Rh (single gel of each type)

From: Strain-dependent enantioselectivity in mechanochemically coupled catalytic hydrogenation

Entry

Network

Tensile strain (%)

Time (days)

Yield (%)

e.r.

Entry

Network

Tensile strain (%)

Time (days)

yield (%)

e.r.

1

N1·Rh

0

2

42

68:32

5

N1con·Rh

0

2

31

67:33

2

N1·Rh

30

4

44

75:25

6

N1con·Rh

30

4

13

67:33

3

N1·Rh

50

8

48

79:21

7

N1con·Rh

50

8

9

66:34

4

N1·Rh

Relaxed to 0

10

28

68:32

8

N1con·Rh

Relaxed to 0

2

10

67:33

Entry

Network

Compression (%)

Time (days)

Yield (%)

e.r.

Entry

Network

Compression (%)

Time (days)

Yield (%)

e.r.

9

N1·Rh

0

2

27

68:32

13

N1con·Rh

0

2

41

65:35

10

N1·Rh

30

4

41

75:25

14

N1con·Rh

30

4

29

66:34

11

N1·Rh

50

8

29

79:21

15

N1con·Rh

50

8

23

66:34

12

N1·Rh

73

9

15

82:18

      
  1. Bold font indicates the identity of the polymer support used in each experiment.
  2. Reactions conducted in methanol at 25 °C and 1 atm H2 with [1]0 = 7.0 mM (extension) or 17.5 mM (compression). Uncertainty in strain is ±2%.