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. Author manuscript; available in PMC: 2012 Jun 22.
Published in final edited form as: J Am Chem Soc. 2011 May 31;133(24):9286–9289. doi: 10.1021/ja2041942

Table 2.

Perfluoroalkylation Scope with Respect to RFHa

graphic file with name nihms300741u1.jpg
entry 1H-polyfluoroalkane product yield
1b CF3H graphic file with name nihms300741t12.jpg 51
2 C2F5H graphic file with name nihms300741t13.jpg 96
3 CF3CF2CF2H graphic file with name nihms300741t14.jpg 83
4 CF3(CF2)4CF2H graphic file with name nihms300741t15.jpg 87
5 CF3(CF2)8CF2H graphic file with name nihms300741t16.jpg 81
6 H(CF2)6H graphic file with name nihms300741t17.jpg 79
7 H(CF2)8H graphic file with name nihms300741t18.jpg 84
8c H(CF2)8H graphic file with name nihms300741t19.jpg 63
9 H(CF2)4Cl graphic file with name nihms300741t20.jpg 94
10d H(CF2)4CONC5H10 graphic file with name nihms300741t21.jpg 62
a

TMP2Zn (0.75 mmol), RFH (1.5–5 mmol), DMPU, ArI (0.5 mmol), phenanthroline (0.1 mmol), CuCl (0.05 mmol), 90 °C.

b

Phenanthroline (1 mmol).

c

TMP2Zn (1 mmol), RFH (0.5 mmol), DMPU, ArI (4 mmol), phenanthroline (0.1 mmol) and CuCl (0.05 mmol).

d

TMP2Zn (0.5 mmol), RFH (0.5 mmol), DMPU, ArI (1.5 mmol), phenanthroline (0.1 mmol) and CuCl (0.05 mmol).