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Volumn , Issue 10, 1999, Pages 1083-1084

The ruthenium-catalyzed addition of C-H bonds in aromatic nitriles to olefins

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EID: 0033235147     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1999.1083     Document Type: Article
Times cited : (88)

References (31)
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    • note
    • The similar catalytic coupling of acetophenone with the same olefin 2 gave a mixture of 1:1 and 1:2 adducts. As an exception, the catalytic reaction of acetophenone with trimethylvinylsilane gave 1:2 adduct predominately (Ref. 7b).
  • 31
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    • note
    • 3 of toluene, o-tolunitrile (2 mmol), and triethoxyvinylsilane (1900 mg, 10 mmol). The mixture was heated under vigorous refluxing conditions (135 °C, oil bath temperature) with stirring. After heating for 48 h, the mixture was allowed to cool to room temperature, and toluene and unreacted triethoxyvinylsilane were removed by rotary evaporation (40 °C/5 mmHg, 1 mmHg = 133.322 Pa). The product was isolated by bulb-to-bulb distillation (120 °C/2 mmHg) in 78% yield. The GC yield of the product (86% yield) was determined in a separate run under the same reaction conditions described above except for the use of hexadecane as an internal standard for GC.


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