Table 1 Optimization of the reaction conditionsa

From: Dinuclear gold-catalyzed divergent dechlorinative radical borylation of gem-dichloroalkanes

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entry

variation of standard conditions

yield (%)b

1

none

78(73)c

2

PC2 instead of PC1

trace

3

PC3 instead of PC1

45

4

PC4 instead of PC1

n.d.

5

PC5 instead of PC1

n.d.

6

PC6 instead of PC1

n.r.

7

B2pin2 instead of B2cat2

n.r.

8

DMF instead of DEF

47

9

MeCN instead of DEF

n.r.

10

NMP instead of DEF

27

11d

Purple LEDs

52

12

Without PC1

n.r.

13

Without light irradiation

n.r.

  1. aStandard reaction conditions: PC1 (3 mol%), 1a (0.2 mmol), B2cat2 2 (0.8 mmol), DEF (2 mL), blue LEDs (λmax = 466 nm), ambient temperature, 24 h; then pinacol (4.0 equiv), Et3N (0.5 mL),1 h. bGC yield using biphenyl as internal standard; cIsolated yield; dλmax = 390 nm. n.d. = not detected; n.r. = no reaction; DEF = N,N-diethylformamide; DMF = N,N-dimethylformamide; NMP = N-methyl-2-pyrrolidone.