History of Arrow Pushing
History of Arrow Pushing
History of Arrow Pushing
Arrow pushing or electron pushing is a technique used to describe the progression of organic
chemistry reaction mechanisms.[1] It was first developed by Sir Robert Robinson.[2]In using arrow
pushing, "curved arrows" or "curly arrows" are superimposed over the structural formulae of
reactants in a chemical equation to show the reaction mechanism. The arrows illustrate the
movement of electrons as bonds between atoms are broken and formed. Arrow pushing is also
used to describe how positive and negative charges are distributed around organic
molecules through resonance. It is important to remember, however, that arrow pushing is a
formalism and electrons (or rather, electron density) do not move around so neatly and discretely
in reality.
Recently, arrow pushing has been extended to inorganic chemistry, especially to the chemistry of
s- and p-block elements. It has been shown to work well for hypervalent compounds.[3]
References
1. Clayden, Jonathan; Greeves, Nick; Warren, Stuart; Wothers, Peter (2001). Organic Chemistry (1st
ed.). Oxford University Press. pp. 123–133. ISBN 978-0-19-850346-0.
2. Kermack, William Ogilvy; Robinson, Robert (1922). "An explanation of the property of induced polarity
of atoms and an interpretation of the theory of partial valencies on an electronic basis". Journal of the
Chemical Society, Transactions. 121: 427–440. doi:10.1039/CT9222100427.
3. Abhik Ghosh, Steffen Berg, Arrow Pushing in Inorganic Chemistry: A Logical Approach to the
Chemistry of the Main Group Elements, (John Wiley & Sons, 2014).