Pd/C-catalyzed cross-coupling of arenediazonium salts with potassium aryltrifluoroborates

Letters in Organic Chemistry

Volumn 7, Issue 1, 2010, Pages 1-6

  Hanna Jr , James M ^a   Varnedoe, Lee S ^a   Angel, Brad D ^a   McClellan, Joshua L ^a  

^a WINTHROP UNIVERSITY   (United States)

Author keywords

Biaryl synthesis; Cross coupling; Diazonium salts; Pd C; Potassium aryltrifluoroborates; Suzuki miyaura

Indexed keywords

EID: 77951059642     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/157017810790533968     Document Type: Article

References (34)

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24. Caution! Pd/C, when mixed with methanol, can cause ignition of the methanol vapors (Prudent Practices in the Laboratory; National Academy Press: Washington, DC, 1995; pp 370 - 371). We observed that, when adding dry Pd/C to methanol solvent, the stirring must be vigorous enough that the Pd/C is immediately dispersed into the solvent. During runs where we failed to stir the reaction mass properly during Pd/C addition, we observed a flash and an audible "pop" in the reaction flask. We advise the use of water-wet Pd/C for these reactions.
25. We are grateful to a reviewer for suggesting these possible reasons for the apparent inconsistency.
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