Rhodium-catalyzed [2 + 2 + 2] cyclotrimerization in an aqueous-organic biphasic system

Journal of the American Chemical Society

Volumn 125, Issue 26, 2003, Pages 7784-7785

  Kinoshita, Hidenori ^a   Shinokubo, Hiroshi ^a   Oshima, Koichiro ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

RHODIUM;

AQUEOUS SOLUTION; ARTICLE; CATALYSIS; CYCLIZATION; DIELS ALDER REACTION; REACTION ANALYSIS; REACTION OPTIMIZATION;

EID: 0037527845     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja035438o     Document Type: Article

References (30)

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24. 3 (5 mol %) in ethanol (50 mL) at room temperature resulted in formation of 2c in only 20% yield along with unidentified oligomeric products.
25. The reaction without the ether phase resulted in extensive formation of polymeric products.
26. The existence of oxygen at the 9-position is crucial: the reaction of 4,10dioxanonadeca-1,6,18-triyne afforded 12-membered cyclized product in 16% yield along with 13-membered methacyclophane in 14% yield.
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29. We could detected none of the tri(hydroxymethyl)benzenes. A rhodiumcatalyzed cyclotrimerization of monoalkyne is generally slow.
30. -4 mol/L.