Organic Chemistry

Iteroselectivity, the missing sibling of chemo-, regio- and stereoselectivities



Iteroselectivity is the selectivity that governs the number of repeating chemical transformations on a substrate bearing multiple identical reactive functions or when the reactive function is regenerated like in the case of polymerization. This new concept of selectivity is defined and compared with the classical chemo-, regio- and stereoselectivities encountered in chemical synthesis. Examples of iteroselective reactions are given ranging from very common reactions such as electrophilic aromatic substitutions to advanced methods involving large supramolecular complexes.

Version notes

Added one more example of iteroselective reaction and expanded the references section.


Thumbnail image of Iteroselectivity ChemRxiv-v2.pdf

Supplementary material

Thumbnail image of Iteroselectivity SI.pdf
Supporting Information
Detailed formulas to calculate normal distribution and iteromeric excess in iterative reactions.