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. Author manuscript; available in PMC: 2011 Aug 1.
Published in final edited form as: Angew Chem Int Ed Engl. 2007;46(5):782–785. doi: 10.1002/anie.200603907

Table 1.

Evaluation of additives in Ni–IPr-mediated coupling reactions

graphic file with name nihms308270e2.jpg (2)

entry[a] additive conversion [%][b] yield A [%][b,c] yield H [%][b]
1 none 55 18 (33) 0
2 mCF3-styrene 79 39 (49) 0
3 CyPPh2 61 19 (31) 0
4 PPh3 100 34 (34) 44
5 EtOPPh3 100 34 (34) 37
6 (EtO)2PPh 84 30 (35) 29
7 P(OBu)3 68 32 (47) 9
8 P(OPh)3 59 45 (76) 0
9 P(OPh)3 (no IPr) 7 0 (0) 0
[a]

See Supporting Information for details.

[b]

Determined by 1H NMR (amount of remaining aldehyde relative to an external standard (CH3NO2)).

[c]

Values in parentheses are yields based on conversion of aldehyde.