Convenient synthesis of (triphenyl)germyl and (triphenydstannyl substituted allenes |
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Authors: | K Ruitenberg H Westmijze H Kleijn P Vermeer |
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Institution: | Department of Organic Chemistry, State University at Utrecht, Croesestraat 79, 3522 A D Utrecht The Netherlands |
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Abstract: | Allenyl-germanes and -stannanes, Ph3MC(R)CCR′R″ (M = Ge, Sn) can be obtained, generally in excellent yield, through alkylcopper(I)-induced 1,3-substitution of the propargylic chlorides Ph3MCCCR′R″Cl. In the tin series, however transmetallation is the main process when MeCu, H2CCHCu or PhCu are used. The allenyl compounds in which R is (trimethylsilyl)ethynyl or 4,4-dimethyl-1,2-pentadienyl can be obtained by using the organozinc compounds instead of the copper(I) compound and using tetrakis(triphenylphosphine)palladium as catalyst. |
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Keywords: | To whom correspondence should be addressed |
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