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. Author manuscript; available in PMC: 2014 Jan 16.
Published in final edited form as: J Am Chem Soc. 2013 Jan 8;135(2):751–762. doi: 10.1021/ja309176h

Table 1.

Ligand Effects on Reductive Conjugate Addition.a

graphic file with name nihms432185u1.jpg
entry ligand (L) t (h) P (%) B (%) E (%) PhH (%)
1 none 24 28b 6 19 1
2 py (1 equiv) 15 39c 3 14 4
3d L1 18 24 42 98 10
4 L2 24 67 13 51 6
5 L3 24 41c 16 38 10
6 L4 24 41e 36 54 11
7 L5 72 60 0 34 0
8 L6 24 41c 19 47 11
9 L7 24 28c 12 44 11
10 L8 24 34f 24 46 11
11 L9 24 43e 34 36 9
12 L10 2 99 0 13 4
a

See Supporting Information for full experimental details. Yields for P, B, and Ph-H are corrected vs internal standard (dodecane). Yields of E are uncorrected.

b

>50% of both enone and PhI remained.

c

>10% of both enone and PhI remained.

d

Reaction run with 10 mol % [Ni] and L1 in DMF.

e

>10% of enone remained.

f

>10% of PhI remained.