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

06 October 2022, Version 3
This content is a preprint and has not undergone peer review at the time of posting.


Iteroselectivity is the selectivity that governs the number of repeating chemical transformations that occur 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.


selective reaction

Supplementary materials

Supporting Information
Detailed formulas to calculate normal distribution and iteromeric excess in iterative reactions. Precalculated tables of normal distribution. Examples of iteromeric excess calculations.


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