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. Author manuscript; available in PMC: 2010 Feb 10.
Published in final edited form as: Acc Chem Res. 2008 Nov 18;41(11):1534. doi: 10.1021/ar800098p

Table 3.

Effect of bidentate ligand structural properties of on C-N coupling with a heteroaryl chloride.

graphic file with name nihms171385t3.jpg
Entry Ligand Loading Temp Time (h) Yield
1 CyPF-t-Bu 0.005 90 °C 24 93
2 PPF-t-Bu 1.0 90 °C 24 67
3 MePF-t-Bu 0.005 90 °C 24 < 5%
4 EtPF-t-Bu 0.005 90 °C 24 < 5%
5 CyPF-Cy 1.0 90 °C 24 46
6 CyPF-Ph 1.0 90 °C 24 48
7 tBuPF-Cy 0.005 90 °C 24 62
8 A 0.005 90 °C 24 50
9 B 0.001 100 °C 48 16
10 B 0.005 90 °C 24 93
11 C 0.005 90 °C 24 < 5%
12 D 0.005 90 °C 24 < 5%
13 E 0.005 90 °C 24 < 5%
14 F 0.005 90 °C 24 < 5%