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. Author manuscript; available in PMC: 2015 Jan 8.
Published in final edited form as: J Am Chem Soc. 2013 Dec 16;136(1):48–51. doi: 10.1021/ja410704d

Table 4.

Formation of branched products with Ni/Ti catalysisa

graphic file with name nihms550409t6.jpg
entry R Ar-Br 3:2 yield (%)
1 Me 1a PhBr 4a 3.3:1 70 (3aa)
2 C4H9 1b 4a 6:1 54 (3ab)
3 C6H13 1c 4a 99:1 41 (3ac)
4 1a p-MeO-C6H4Br 4b 4:1 63 (3ba)
5 1a p-MeO2C-C6H4Br 4n 3.5:1 62 (3na)
a

Conditions: 2 equiv of Et3N•HCl and Mn dust were combined with 4 (1 equiv), 1 (1.34 equiv), and catalysts (10 mol%) in DMPU (0.17 M) and stirred for 12 h at rt. An additional portion of Cp2TiCl2was added after 2 h. Ratios of 3:2 were determined by GC analysis. Yield is an isolated mixture of 2 and 3.