Table 1 Results of controlled ROP of various NCAs with [NHC(H)(HCO3)]

From: Straightforward access to linear and cyclic polypeptides

Entry

NCAa

[I]b

p-NHCc

[M]0/[I]0/[p-NHC]0d

Time (min)

Conv.e (%)

Mn (kg mol1)

Đ g

Theo.f

NMRe

SECg

1

1a

BnA

2b

50:1:0.2

5

53

3.6

1.9

n.d.h

n.d.

2

1b

BnA

2b

50:1:0.2

5

42

5.7

2.4

n.d

n.d.

3

1c

HxA

2b

50:1:0.2

8

63

7.4

4.7

n.d

n.d.

4

1d

OtA

2b

50:1:0.2

8

67

9.7

6.5

n.d

n.d.

5

1e

HxA

2b

100:1:0.2

15

79

22.8

18.0

20.2

1.23

6

1g

HxA

2b

100:1:0.2

10

99

22.0

21.8

21.3

1.10

7

1f

HxA

2b

50:1:0.2

20

98

13.2

12.9

14.6

1.17

8

1f

PE

2b

50:1:0.2

30

94

13.8

13.0

n.d

n.d.

9

1g

HxA

2a

100:1:0.2

10

98

22.0

21.7

22.5

1.17

10

1g

HxA

2c

100:1:0.2

10

97

22.0

21.4

20.7

1.25

11

1g

HxA

2d

100:1:0.2

10

96

22.0

21.1

22.9

1.20

12

1f

HxA

2b

50:1:0.5

20

96

13.2

12.4

13.9

1.18

13

1f

HxA

2b

50:1:1

20

97

13.2

12.8

14.4

1.19

14

1d

2b

20:0:1

5

27

4.0

1.1

n.d.

n.d.

15

1c

2b

20:0:1

7

55

3.0

1.7

n.d

n.d.

16

1a

2b

50:0:1

9

78

3.7

2.9

n.d

n.d.

17

1g

2b

20:0:1

10

96

4.5

4.3

4.4

1.24

18

1g

2b

50:0:1

10

96

11.1

10.7

10.6

1.15

19

1g

2b

80:0:1

20

97

17.6

17.0

19.4

1.18

20

1g

2b

100:0:1

10

96

22.1

21.2

23.6

1.18

21

1f

2b

100:0:1

20

81i

26.3

21.2i

1.30

22

1g

2b

200:0:1

60

85

43.9

37.1

42.5

1.15

23

1g

2b

300:0:1

60

77

65.8

51.2

40.7

1.13

  1. aAll polymerizations were carried out in DMF, except for that with PE, which was dissolved in CHCl3/DMF solution. [M]0 = 0.2 M for all polymerizations.
  2. bBnA (benzylamine), HxA (n-hexylamine), OtA (n-octylamine), and PE (phosphatidylethanolamine) were introduced to entries 1–13 respectively
  3. cType of [NHC(H)(HCO3)] as shown in Fig. 1, denoted as p-NHC
  4. d[M]0/[I]0/[p-NHC]0 represents the initial molar ratio of the components
  5. eConversion and experimental MWs were calculated from the 1H NMR spectrum
  6. fTheoretical MWs were calculated from the initial molar ratio assuming a single site initiation and complete conversion
  7. gPolydispersity index determined by SEC calibrated with polystyrene standards
  8. hNot detected due to the low solubility in DMF
  9. iCalculated by SEC because methyl peak of 2b overlapped with alkyl side chain of 1f in 1H NMR spectrum