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. 2015 Oct 20;7(1):628–641. doi: 10.1039/c5sc03114a

Table 1. Catalytic dihydroboration of organonitriles with HBpin and 10 mol% V.

Inline graphic
Entry R Time (h) NMR yield a (%) Isolated yield a (%)
1 Et 0.5 >99 70
2 i-Pr 1 93 96
3 t-Bu 5.5 97 54
4 Cy 1 94 75
5 C6H5 12 92 56
6 o-(Me)C6H4 15 86 73
7 m-(Me)C6H4 15 87 81
8 m-(F)C6H4 14 88 57
9 m-(MeO)C6H4 15 90 60
10 p-(Me)C6H4 13 91 72
11 p-(F)C6H4 12 94 61
12 p-(Cl)C6H4 12 93 59
13 p-(CF3)C6H4 12.5 89 76
14 p-(MeO)C6H4 13.5 88 58
15 Ph2CH 30 75 43

aAll NMR reactions were carried out in C6D6 whilst scale-up reactions were carried out in toluene then isolated from hexanes.