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Volumn 121, Issue 24, 1999, Pages 5819-5820

Nickel on charcoal ('Ni/C'): An expedient and inexpensive heterogeneous catalyst for cross-couplings between aryl chlorides and organometallics. I. Functionalized organozinc reagents

Author keywords

[No Author keywords available]

Indexed keywords

CHARCOAL; CHLORIDE; NICKEL; ORGANOMETALLIC COMPOUND; ZINC DERIVATIVE;

EID: 0033597631     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja990432d     Document Type: Article
Times cited : (119)

References (37)
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    • note
    • 2, did not lead to an active catalyst as most of the metal was easily washed off the charcoal.
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    • 2O (3 x 100 mL) and distilled THF (2 x 100 mL) and then dried under vacuum (0.5 mmHg) at 100°C with stirring for 12 h. Evaporation of the filtrates led to recovery of 113 mg (0.39 mmol) of Ni(II). Thus, 0.27 g (1.48 mmol) Ni(II) was adsorbed onto 3.75 g of charcoal, leading to 1.48 mmol/ 4.02 g (total weight) or 0.37 mmol Ni(II)/g C.
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    • For an excellent introductory article to the ICP technique, see the following web address: http://mrl.ucsb.edu/mrl/facilities/icp.html.
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    • Thermo Jarrell Ash Iris HR ICP; 30 s integral time
    • Thermo Jarrell Ash Iris HR ICP; 30 s integral time.
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    • note
    • 9 containing lithium chloride (85 mg, 2.0 mmol) was then slowly added via cannula. The mixture was warmed to room temperature over 0.5 h, and finally heated to reflux for 12-24 h. The crude reaction mixture was then filtered through a pad of Celite and the filter cake further washed with THF (30 mL). Solvents were then removed on a rotary evaporator, and the resulting oily residue was chromatographed on silica gel.


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