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Volumn 121, Issue 12, 1999, Pages 2722-2727

Selective cyclotrimerization of enones and alkynes by a nickel and aluminum catalytic system

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; ALUMINUM; CYCLOPENTENONE; NICKEL;

EID: 0033620361     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja983348r     Document Type: Article
Times cited : (85)

References (32)
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    • For other regioselective cyclic cotrimerization of alkenes and alkynes, see: Heimbach, P.; Ploner, K.-J.; Thöme, F. Angew. Chem., Int. Ed. Engl. 1971, 10, 276. Chalk, A. J. J. Am. Chem. Soc. 1972, 94, 5928. Balaich, G. J.; Rothwell, I. P. J. Am. Chem. Soc. 1993, 115, 1581.
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    • For other regioselective cyclic cotrimerization of alkenes and alkynes, see: Heimbach, P.; Ploner, K.-J.; Thöme, F. Angew. Chem., Int. Ed. Engl. 1971, 10, 276. Chalk, A. J. J. Am. Chem. Soc. 1972, 94, 5928. Balaich, G. J.; Rothwell, I. P. J. Am. Chem. Soc. 1993, 115, 1581.
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    • For other regioselective cyclic cotrimerization of alkenes and alkynes, see: Heimbach, P.; Ploner, K.-J.; Thöme, F. Angew. Chem., Int. Ed. Engl. 1971, 10, 276. Chalk, A. J. J. Am. Chem. Soc. 1972, 94, 5928. Balaich, G. J.; Rothwell, I. P. J. Am. Chem. Soc. 1993, 115, 1581.
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    • This compound was purchased from Aldrich Chemical Co., Inc.
    • This compound was purchased from Aldrich Chemical Co., Inc.
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  • 23
    • 0345730584 scopus 로고    scopus 로고
    • +) Calcd, 166.1721; Found, 166.1750
    • +) Calcd, 166.1721; Found, 166.1750.
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    • Eisch et al. reported that tetraphenyl-1,3-butadiene was intercepted (5% yield) in the oligomerization of diphenylacetylene by Ni(cod)2. See: Eisch, J. J.; Galle, J. E.; Aradi, A. A.; Boleslawski, M. P. J. Organomet. Chem. 1986, 312, 399.
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    • + - Bu) Calcd, 289.1624; Found, 289.1612
    • + - Bu) Calcd, 289.1624; Found, 289.1612.
  • 30
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    • The reaction did not occur at -20 ° to give the cycloadducts
    • The reaction did not occur at -20 ° to give the cycloadducts.
  • 31
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    • Hoffmann's group previously predicted that the oxidative coupling with an alkyl-substituted alkyne and 2g would give a metallacycle such as 18a by the electronic factor control, see ref 17
    • Hoffmann's group previously predicted that the oxidative coupling with an alkyl-substituted alkyne and 2g would give a metallacycle such as 18a by the electronic factor control, see ref 17.


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