Table 2. Ligand Screening for Benchmark Reaction.

			scale	homocouplingb
entrya	ligand	–PR22	(mmol)	1 (I)	2 (B)	yield
1	SPhos	Cy	0.18			89%
2	XPhos	Cy	0.18			99%
3	DavePhos	Cy	0.18			70%
4	MePhos	Cy	0.18			82%
5	RuPhos	Cy	0.18			80%
6	CyJohnPhos	Cy	0.18			98%
7	JohnPhos	t-Bu	0.18	5%	8%	38%
8	PhDavePhos	Ph	0.18		3%	87%
9	tBuDavePhos	t-Bu	0.18	3%	23%	31%
10	Me4tBuXphos	t-Bu	0.18	20%	11%	14%
11	tBuXPhos	t-Bu	0.18		24%	39%
12	sSPhos	Cy	0.18		6%	88%
13	tBuMePhos	t-Bu	0.18	4%	17%	48%
14	rac-BINAP	Ph	0.18		6%	51%
15	P(pCF3Ph)3	pCF3Ph	0.18	1%	3%	95%
16	dppbz	Ph	0.18		33%	29%
17	dppe	Ph	0.18		11%	74%
18	PCy2Ph	Cy	0.18			83%
19	PCy3	Cy	0.18		11%	78%
20	CyJohnPhos	Cy	32			95%
21	CyJohnPhos	Cy	32			99%

^aReactions were performed with 1 equiv. 1 and 2 and 2.2 equiv of Na₂CO₃ with 5 mol % Pd₂(dba)₃ and a 15 mol % of the corresponding ligand at 95 °C for 60 h on a 0.18 mmol scale.

^bHomocoupling was determined by GC or ¹⁹F-NMR (given as percent of product mixture).