Supporting Information

Energy profiles of dynamic processes in organolithium aggregates. Phenyllithium and methyllithium dimers dissociation. Descriptors of C-Li bond along the bond path for MeLin Descriptors of C-Li bond in critical point (3, −1) for MeLin Descriptors of C-Li bond along the bond path for t-BuLin Descriptors of C-Li bond in critical point (3, −1) for t-BuLin Descriptors of C-Li bond along the bond path for PhLin Descriptors of C-Li bond in critical point (3, −1) for PhLin. Correlation analysis of C-Li bond descriptors. Dimensionality reduction methods (PCA, t-SNE, UMAP) Linear Discriminant Analysis (LDA) LDA summary ML - confusion matrices for three classification tasks ML - Descriptor count and bootstrap iterations vs classification accuracy Bar plots of descriptor selection frequency (feature importance) for nucleophile type, aggregation degree, and C-Li bond type classification using the decision tree method with bootstrap aggregation