. 2019 Jun 24;21(13):5331–5334. doi: 10.1021/acs.orglett.9b01957

Table 1. Optimized Conditions and Control Experiments^a.

entry	conditions	1 (%)^b	2 (%)^b	3 (%)^b
1	as shown	96	3	1
2	CN-OA-m (1.66 mg mL^–1)	90	6	n.d.
3	24 h	55	3	n.d.
4	24 h with 10 mol % quinuclidine	61	2	n.d.
5	methyl 4-chlorobenzoate	4	n.d.	n.d.
6	no light	n.d.	n.d.	n.d.
7	no CN-OA-m	n.d.	n.d.	n.d.
8	no NiBr₂·3H₂O	n.d.	n.d.	n.d.
9	no dtbbpy	n.d.	n.d.	n.d.
10	no BIPA	n.d.	n.d.	n.d.
11	no degassing	n.d.	n.d.	n.d.

Reaction conditions: methyl 4-bromobenzoate (0.3 mmol), 1-hexanol (0.6 mmol), CN-OA-m (10 mg), NiBr₂·3H₂O (30 μmol), dtbbpy (30 μmol), BIPA (1.5 mmol), MeCN (3.0 mL), white LEDs at 40 °C for 48 h.

Determined by ¹H NMR using 1,3,5-trimethoxybenzene as internal standard. n.d. = not detected.

Table 1. Optimized Conditions and Control Experimentsa.

Table 1. Optimized Conditions and Control Experiments^a.