Table 1 Selected optimization results.

From: Photoinduced site-selective alkenylation of alkanes and aldehydes with aryl alkenes

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Entry

Deviation from standard conditionsa

Yield (%)b

1

None

70 (69)

2

5 equiv. of styrene

36

3

Without L5

34

4

1 mol% of L5

58

5

L1 instead of L5

59

6

L2 instead of L5

62

7

L3 instead of L5

64

8

L4 instead of L5

60

9

L6 instead of L5

58

10

L7 instead of L5

66

11

L8 instead of L5

55

12

L9 (50 mol%) instead of L5

72

13

NaHCO3 (10 mol%) instead of L5

34

14

Without 9 or 10 or light

0

15

Eosin Yc or benzophenone instead of 9

< 5

  1. aReactions were performed under the irradiation of a 24 W 370 nm LED.
  2. bYields were determined from the crude 1H NMR spectra using 1,3,5-trimethoxybenzene as an internal standard. Isolated yields in parentheses. Only E alkenes were generated.
  3. c18 W blue LED was used.