Every atom-atom map for neutral molecules can be explained by electron pair pushing diagrams

Chemical reactions can be understood as transformations of multigraphs (molecules) that preserve vertex labels (atoms) and degrees (sums of bonding and non-bonding electrons), thereby implying the atom-atom map of a reaction. The corresponding reaction mechanism is often described by an electron pushing diagram that explains the transformation by consecutive local relocations of individual edges (electron pairs). Here, we show that every degree-preserving map between multigraphs, and thus every atom-atom map, can be generated by cyclic electron pushing. Moreover, it is always possible to decompose such an explanation into electron pushing diagrams involving only four electron pairs. This in turn implies that every reaction can be decomposed into a sequence of elementary reactions that involve at most two educt molecules and two product molecules. Hence, the requirement of a mechanistic explanation in terms of electron pushing and imaginary transition states involving only a small number of bonds does not impose a combinatorial constraint on the feasibility of hypothetical chemical reactions.

Authors

Institutions

Publication Details

Journal
Discrete Mathematical Chemistry
Published
2025-08-25
DOI
https://doi.org/10.26493/2820-6657.8.d8b
Citations
1
Primary Topic
Various Chemistry Research Topics
Type
article
Field-Weighted Citation Impact
0.00

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Every atom-atom map for neutral molecules can be explained by electron pair pushing diagrams

Christoph Flamm, Peter F. Stadler, Stefan C. Müller
1 citations
Discrete Mathematical Chemistry
Various Chemistry Research Topics
article

Every atom-atom map for neutral molecules can be explained by electron pair pushing diagrams

Christoph Flamm, Peter F. Stadler, Stefan C. Müller
article en
1 citations

Abstract

Chemical reactions can be understood as transformations of multigraphs (molecules) that preserve vertex labels (atoms) and degrees (sums of bonding and non-bonding electrons), thereby implying the atom-atom map of a reaction. The corresponding reaction mechanism is often described by an electron pushing diagram that explains the transformation by consecutive local relocations of individual edges (electron pairs). Here, we show that every degree-preserving map between multigraphs, and thus every atom-atom map, can be generated by cyclic electron pushing. Moreover, it is always possible to decompose such an explanation into electron pushing diagrams involving only four electron pairs. This in turn implies that every reaction can be decomposed into a sequence of elementary reactions that involve at most two educt molecules and two product molecules. Hence, the requirement of a mechanistic explanation in terms of electron pushing and imaginary transition states involving only a small number of bonds does not impose a combinatorial constraint on the feasibility of hypothetical chemical reactions.

Discrete Mathematical ChemistryVol. 25(1)
University of Vienna (AT), Max Planck Institute for Mathematics (DE)
Austrian Science Fund, Novo Nordisk, Novo Nordisk Fonden
Openalex Percentile: Top 79%
Various Chemistry Research Topics
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.