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. 2021 Jun 23;1(8):1141–1146. doi: 10.1021/jacsau.1c00168

Table 1. Condition Optimizationa.

graphic file with name au1c00168_0006.jpg

entry H2O (equiv) acid (equiv) solvent 2a (%)
1 20 CF3COOH MeCN 26
2 20 CH3COOH MeCN 33
3 20 CCl3COOH MeCN 55
4 20 CCl3COOH DCM NR
5 20 CCl3COOH THF NR
6 20 CCl3COOH acetone 79
7 40 CCl3COOH acetone 68
8 10 CCl3COOH acetone 84
9   CCl3COOH acetone 96(80)b
10c   CCl3COOH acetone 83
11d   CCl3COOH acetone 76
12     acetone 48
13e   CCl3COOH acetone NR
14f   CCl3COOH acetone NR
15g   CCl3COOH acetone NR
a

General conditions: DPE (0.4 mmol), UO2(NO3)2·6H2O (4 mol %), acid (2 equiv), solvent (2 mL), N2, RT, 48 h, blue light (460 nm), 1H NMR yields with CH2Br2 as the internal standard.

b

Isolated yields.

c

Acid (1 equiv).

d

Acid (4 equiv).

e

Without light.

f

Without UO2(NO3)2·6H2O.

g

Ru(bpy)3Cl2·6H2O, Eosin Y, or Ir(ppy)2(dtbbpy)·BF4 take place of UO2(NO3)2·6H2O. NR = No reaction.