Jump to main content
Jump to site search

Issue 9, 2011
Previous Article Next Article

On the metallic nature of carbon in allenes and heterocumulenes

Author affiliations

Abstract

The IUPAC defines allenes as organic compounds having at least two double bonds from one carbon to two others. Thus the central carbon atom is in accord with the octet rule through the formation of two σ and two π bonds. However, this perspective highlights a series of recent experimental, as well as theoretical results, suggesting that depending on the substituents, this canonical description might not be the most adequate. In fact, in a growing number of examples the bond in allenes and related heterocumulenes is better described as an inner carbon that plays the role of the central atom of a “coordination complex” and interacts with its substituents as if they were ligands of this organic complex. This interpretation of the bond in allenes is especially useful in predicting the C(0), carbene or partial carbocationic character of the central carbon atom.

Graphical abstract: On the metallic nature of carbon in allenes and heterocumulenes

Back to tab navigation

Publication details

The article was received on 08 Nov 2010, accepted on 09 Dec 2010 and first published on 06 Jan 2011


Article type: Perspective
DOI: 10.1039/C0DT01555E
Dalton Trans., 2011,40, 1839-1845

  •   Request permissions

    On the metallic nature of carbon in allenes and heterocumulenes

    M. Alcarazo, Dalton Trans., 2011, 40, 1839
    DOI: 10.1039/C0DT01555E

Search articles by author

Spotlight

Advertisements