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Table 1 Optimization of the formation of 4aa

From: Synthesis of N,O-bidentate organic difluoroboron complexes and their photophysical studies

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Entry

Base

Temp (oC)

Solvent

Yieldsb

1

tBuOK

rt

THF

73%

2

K2CO3

rt

THF

None

3

KOH

rt

THF

None

4

Et3N

rt

THF

None

5

tBuOK

60

THF

31%

6

tBuOK

80

THF

10%

7

tBuOK

100

THF

trace

8

tBuOK

rt

DCM

10%

9

tBuOK

rt

1,4-Dioxane

trace

10

tBuOK

rt

DMF

None

  1. aReaction conditions: 1a (0.20 mmol), 2 (0.30 mmol), base, solvent, BF3∙THF (0.60 mmol), N2. bYields were determined by 1H NMR analysis of the crude product using 1,3,5-trimethoxybenzene as the internal standard. Temp, Temperature