Table 1 Optimization of short-chain 1,1-PA synthesisView full size image

From: 1,1-polymerization of acetylene

Entry

Deviation from standard condition

Yield

DP

1

Standard condition

60%

15.4

2

IPrCuCl instead of cat I

0%

/

3

IPrAgCl instead of cat I

0%

/

4

10 mol% Zn(OAc)2 + 11 mol% L1

27%

7.8

5

5 mol% catalyst instead of 10 mol%

29%

15.5

6

Phenol 1 instead of propofol

46%

14.0

7

2,4,6-trimethylphenol instead of propofol

38%

17.3

8

Phenol instead of propofol

31%

10.1

9

EtOH instead of propofol

70%

9.2

10

100 °C instead of 80 °C

41%

14.3

11

60 °C instead of 80 °C

40%

12.0

12

5 bar instead of 2 bar

37%

12.8

13

Balloon pressure instead of 2 bar

bad reproducibility

  1. The reactions were conducted according to the professional procedures for small scale short-chain 1,1-PA synthesis, which can be found in SI. Isolated yields corrected for residual impurities/solvent.