Table 1 Optimization of (NHC)Pd(II) catalyzed transfer-dehydroaromatization (TDHA)
Entrya | NHC | PdX2 | R | Conv. 1 (%) | Yield 2 (%) | 2:3 | 4 (%) |
|---|---|---|---|---|---|---|---|
1 | L1 | PdCl2 | R1 | 64 | 49 | 96:4 | 15 |
2b | R1 | 17 | 5 | n.d. | 11 | ||
3c | R1 | 16 | 3 | n.d. | 13 | ||
4 | R2 | 35 | <5 | n.d. | 25 | ||
5 | R3 | < 5 | <5 | n.d. | <5 | ||
6 | R4 | < 5 | <5 | n.d. | n.d. | ||
7 | - | 100 | 30 | 34:66 | 10 | ||
8d | R5 | 53 | 1 | 3:97 | 8 | ||
9 | R6 | 6 | 1 | n.d. | 4 | ||
10 | R7 | 0 | 0 | 0 | 0 | ||
11 | R8 | 33 | 22 | 71:29 | 2 | ||
12 | R9 | 72 | 37 | 92:8 | 12 | ||
13 | L2 | PdCl2 | R1 | 60 | 38 | 88:12 | 22 |
14 | L3 | 88 | 71 | 91:9 | 10 | ||
15 | L4 | 92 | 74 | 96:4 | 15 | ||
16 | L5 | 71 | 46 | 92:8 | 14 | ||
17 | L6 | 57 | 35 | 98:2 | 21 | ||
18 | L7 | 27 | 7 | 98:2 | 16 | ||
19 | - | <5 | <5 | n.d. | <5 | ||
20 | L4 | PdCl2 | - | 100 | 25 | 32:68 | 29 |
21e | L1 | Pd(TFA)2 | R1 | 90 | 64 | 93:7 | 21 |
22 f | L1 | 36 | 13 | 91:9 | 21 | ||
23e | L4 | 65 | 39 | 92:8 | 25 | ||
