Table 2.

IPr–Ni–P(OPh)₃-catalyzed alkene-aldehyde coupling reactions

entry[a]	alkene (R1)	product	conversion[%][b]	yield[%][b,c]
1	nHex		95[d]	96
2	nHex		92[d,e]	82
3	nHex		80	75
4	nHex		86	98
5	Ph		69	84
6[d]	PhCH2		75	99
7	PhCH2CH2		88	99
8	Cy		100	96
9[f,g]	iPr		100	93
10[g,h]	tBu		32	41
11	iBu		100	99
12			100	94
13	nHex		95	96
14	nHex		74	99
15[h]	nHex		88	73
16	Cy		66	32
17[h,i]	nHex		100	36

^[a]See Experimental Section and Supporting Information for details.

^[b]Determined by integration (¹H NMR) relative to an external standard (CH₃NO₂).

^[c]Based on conversion.

^[d]150 mol% of alkene used.

^[e]t-BuMe₂SiOTf used in place of Et₃SiOTf.

^[f]1 mL of alkene used.

^[g]Reaction carried out in a sealed tube.

^[h]40 mol% of catalyst used.

^[i]Reaction carried out at room temperature.