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. Author manuscript; available in PMC: 2010 Jun 10.
Published in final edited form as: J Am Chem Soc. 2009 Jun 10;131(22):7858–7868. doi: 10.1021/ja901793w

Table 1.

Comparison of the yield of the coupling of aryl halides with 4-methoxythiophenol after 24 h.

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Entry[a] X [Pd] Yield (%)[b]
1 Br Pd(OAc)2, CyPF-tBu 0
2 Br Pd(dba)2, CyPF-tBu 0
3 Br Pd(CyPF-tBu)(p-tolyl)(Br) 99
4 Cl Pd(OAc)2, CyPF-tBu 0
5 Cl Pd(dba)2, CyPF-tBu 0
6 Cl Pd(CyPF-tBu)(p-tolyl)(Br) 99
[a]

Reaction conditions: ArX (1 mmol), thiol (1 mmol), KOtBu (1.4 mmol), toluene (1.5 mL), 24 h.

[b]

Determined by GC using dodecane as internal standard.