Table 1.

Optimization of the reaction conditions.

Entry	x/y/z (mol%)	Solvent	sp-1/sp-2/sp-3 (%)a	Yield (%)a	ee (%)b
1	0.5/0.6/1.0	DMA (0.05 M)	6/4/4	41	88
2	0.5/0.6/1.0	DMF (0.05 M)	2/5/1	39	89
3	0.5/0.6/1.0	CH3CN (0.05 M)	1/11/–	6	90
4	0.5/0.6/1.0	THF (0.05 M)	1/9/–	15	90
5	0.5/0.6/1.0	CH2Cl2 (0.05 M)	1/14/–	9	90
6	0.5/0.6/0.8	DMA (0.05 M)	7/3/2	64	88
7c	0.5/0.6/0.8	DMA (0.05 M)	6/7/3	51	85
8d	0.5/0.6/0.8	DMA (0.05 M)	8/2/2	69	81
9e	0.5/0.6/0.8	DMA (0.05 M)	10/1/6	16	68
10	1.5/2.25/0.8	DMA (0.05 M)	6/12/1	78	90
11	1.5/2.25/0.8	DMA (0.04 M)	3/3/2	88 (74)	90
12 f	1.5/2.25/0.8	DMA (0.04 M)	5/33/1	41	90
13 g	1.5/2.25/0.8	DMA (0.04 M)	6/31/2	39	90

Reaction conditions: 1a (0.1 mmol), 3a (0.3 mmol), TMSCN (0.3 mmol), Cu(CH₃CN)₄PF₆ (x mol%), ligand L1 (y mol%), fac-Ir(ppy)₃ (z mol%), solvent (2.0–2.5 mL), 2 × 3 W purple LEDs, at room temperature.

CFL compact fluorescent lamp, ppy 2-phenylpyridine, DMA N,N-dimethylacetamide, DMF N,N-dimethylformamide.

^aYields were determined by GC analysis, with isolated yield in parentheses.

^bDetermined by HPLC analysis on a chiral stationary phase.

^cWith CuCl.

^dWith CuI.

^eWith Cu(OTf)₂.

^fUnder the irradiation of 2 × 3 W blue LEDs (λmax = 460 nm) at room temperature.

^gUnder the irradiation of CFL (40 W) at room temperature.