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. Author manuscript; available in PMC: 2008 Nov 21.
Published in final edited form as: J Am Chem Soc. 2005 Dec 21;127(50):17778–17788. doi: 10.1021/ja055534k

Table 1.

Optimization of Pd Source.

graphic file with name nihms63208f9.jpg
entry Pd source additive time yieldb
1. Pd(nbd)Cl2 none 24 h 7%
2. PdCl2 none 24 h 27%
3. Pd(OAc)2 none 24 h 76%
4. Pd(TFA)2 none 60 min 87%
5. Pd(TFA)2 Na2CO3 20 min 95%
6. Pd(dba)3 none 24 h 25%
7. Pd Black none 24 h NR
8. None none 24 h NR
9. Pd(TFA)2 None, no O2 24 h 24%
10.c Pd(TFA)2 Na2CO3, Hg0 5 h 84%d
a

5 mol% Pd source, 20 mol% pyridine, 500 mg/mmol MS3Å, 1 atm O2, toluene (0.1M), 80 °C.

b

Isolated yield.

c

5 mol % (pyridine)2Pd(TFA)2, 10 mol% pyridine, 2 equiv Na2CO3, 30 equiv Hg0.

d

Conversion determined by GC.