5 years ago

Dimensioning the Term Carbenoid

Dimensioning the Term Carbenoid
Pedro J. Pérez, Ana Caballero
The current use of the term carbenoid is discussed, particularly in the context of carbene transfer reactions from diazo compounds, in which intermediates of type LnM=CR1R2, or one of its resonance forms, are tagged which such a name. We discuss this issue, on the basis of the data evidencing the metal-carbene nature of those intermediates, as well as the existence of carbenoids of type (N2)(M)CR1R2 en route to the formation to LnM=CR1R2′ from diazo reagents. We propose the exclusive use of the carbenoid term to species of type (X)(M)CR1R2 with a tetrasubstituted carbon center that upon loss of X afford an effective carbene transfer process. The truth about carbenoids: The term carbenoid is employed in the current literature to define either a species bearing a tetrasubstituted carbon from which a metal–carbene species can be formed or the latter complex itself, particularly in the context of a carbene transfer reaction from diazo compounds. The exclusive use of this term referring to the former species is proposed.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201702392

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