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. 2021 Oct 11;23(22):8886–8890. doi: 10.1039/d1gc02392f

Catalyst, ligand and additive screen for the DaPdNP catalysed Suzuki Miyaura reactiona.

graphic file with name d1gc02392f-u1.jpg
Entry Catalyst Ligand Additive Yield (% ±SD)
1 DaPdNP 34
2 DaPdNP PPh3 24
3 DaPdNP JohnPhos 38
4 DaPdNP SPhos 33
5 DaPdNP XPhos 40
6 DaPdNP sSPhos 6
7 DaPdNP AmPyol 19
8 DaPdNP TMG 62
9 DaPdNP Green tea polyphenols 26
10b DaPdNP 0
11 cPdNP <1
12 cPdNP XPhos <1
13 cPdNP TMG <1
14 Pd/C <1
15 Pd/C XPhos 2
16 Pd/C TMG 5
17 DaPdNP TPGS-750-Mc 75
18 DaPdNP TPGS-1000c >99
a

Reactions were performed using 1 (25 mM), 2 (30 mM), K2CO3 (30 mM), Pd catalyst (0.25 mM) and ligand (2.5 mM) in sealed tubes under an atmosphere of air. Product concentrations were determined by 1H NMR spectroscopy relative to an internal standard of TMB. All data shown is an average of three experiments to one standard deviation.

b

Polymer-supported iodobenzoic acid was used.

c

2% w/vol.