Skip to main content
. 2022 Aug 19;61(35):14019–14029. doi: 10.1021/acs.inorgchem.2c01996

Table 2. GC Yields [%]a in Suzuki–Miyaura and Heck Cross-Coupling Reactions Catalyzed by Pd(II) Complexes Based on Ligands L1L12.

    GC yield [%] in Suzuki–Miyaura couplingb
GC yield [%] in Heck couplingc
  pKa of L PdL2Cl2 (1a12a) PdL2(NO3)2 (1b12b) PdL4(NO3)2 (1c12c) PdL2Cl2 (1a12a) PdL2(NO3)2 (1b12b) PdL4(NO3)2 (1c12c)
L1 5.23 97 93 95 85 88 90
L2 5.98 93 92 98 90 91 94
L3 6.47 93 91 91 86 82 76
L4 3.49 78 72 64 89 92 79
L5 3.57 86 87 88 80 92 75
L6 9.61 93   90 86   83
L7 3.83 82 74 75 90 92 80
L8 2.10 88 66   91 93  
L9 2.46 87 70   81 91  
L10 3.07 98   90 93   88
L11 3.12 86   79 88   90
L12 2.86 83   92 92   77
a

Reaction yields were determined by GC–MS measurement of 4′-bromoacetophenone or iodobenzene decay as the average of three results.

b

Reaction conditions: 4′-bromoacetophenone (0.2 mmol, 1 equiv), phenylboronic acid (0.24 mmol, 1.2 equiv), K3PO4 (0.4 mmol, 2 equiv), and Pd(II) complex (0.1 mol %) were stirred in toluene (2 mL) at 80 °C for 2 h.

c

Reaction conditions: iodobenzene (0.2 mmol, 1 equiv), styrene (0.24 mmol, 1.2 equiv), Et3N (1.0 mmol, 5 equiv), and Pd(II) complex (0.1 mol %) were stirred in DMSO (2 mL) at 120 °C for 2 h.