In situ generation of a solvated zerovalent nickel reagent. Biaryl formation

✍ Scribed by Andrew S. Kende; Lanny S. Liebeskind; David M. Braitsch

• Book ID: 104224538
• Publisher: Elsevier Science
• Year: 1975
• Tongue: French
• Weight: 192 KB
• Volume: 16
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)91402-3

✦ Synopsis

Zerovalent nickel reagents offer prolific new areas of synthetic organic methodology. Bis(l,S-cyclooctadiene)nickel(O) [Ni(COD)2] and tetrakis(triphenylphosphine)nickel(O) [Ni(TPP)4] have mediated the symmetric coupling of aryllatb and vinyl2 halides. However, these sensitive reagents are conventionally prepared by cumbersome techniques involving trialkyl-or dialkylalkoxyaluminum species as reducing agents under vacuum line or dry-box conditions.3atbr'2

TO circumvent these limitations we have devised a simple method for the in situ --