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Problems on Miyaura borylation reaction
nancy960:
My main reactant is dibromofluorenone and I used bis(pinacolato)diboron, Pd(dppf)2Cl2, potassium acetate and dioxane as my solvent.
But even I've tried a few conditions, the conversion was remain very low.
Should I add base in aqueous solution or just in solid?
The solution after reaction shows up dark brown and muddy, the TLC test shows there is still reactant remain.
Thanks for your *delete me*
phth:
If reactants remain then the conditions are not conducive to product, or the catalyst [Pd(0)] is being quenched by oxygen, for example.
nancy960:
I tried to react under Argon atmosphere but the yield was really low.From the NMR spectrum it seem to be failed and not work.
kriggy:
What about trying lithium-halogen exchange and then quech with the bpin?
phth:
--- Quote from: nancy960 on February 25, 2019, 04:56:12 AM ---I tried to react under Argon atmosphere but the yield was really low.From the NMR spectrum it seem to be failed and not work.
--- End quote ---
how did you preclude oxygen and water?
https://www.chemistryviews.org/details/education/4308331/Tips_and_Tricks_for_the_Lab_Air-Sensitive_Techniques_2.html
https://www.chemistryviews.org/details/education/4360441/Tips_and_Tricks_for_the_Lab_Air-Sensitive_Techniques_3.html
It should work unless 1) reagents bad 2) experimental error
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