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Oliver Kaufhold and F. Ekkehardt Hahn Carbodicarbenes: Divalent Carbon(0) Compounds Angewandte Chemie International Edition 47

Version of Record online: 25 APR 2008 | DOI: 10.1002/anie.200800846

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Polarization of C[DOUBLE BOND]C bonds is the trick! A “push–push” polarization of the double bonds stabilized the nonlinear allene 1 a (∢C[BOND]C[BOND]C 134.8(2)°), which can be described as carbodicarbene 1 b. A similar behavior has been observed for 1,3-dimethyl-2-methyleneimidazoline, which can be seen as an olefin 2 a or an ylide 2 b. Both compounds 1 and 2 act as interesting electron-rich η1 ligands for transition metals.

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