Ylide
( \newcommand{\kernel}{\mathrm{null}\,}\)
A ylide is a neutral species in which there is a carbon atom bearing a formal charge of -1 bound to a heteroatom bearing a formal charge of +1. Ylides are classified based on the nature of the positively charged heteroatom. E.g.:
Some ylides are resonance stabilized due to pπ-dπ interactions. E.g.:
Some are by delocalization of the lone pair on the negatively charged carbon atom to a pi bond. E.g.:
Some are by both. E.g.:
Others are not resonance stabilized. E.g.:
see also Wittig reagent