Ligand Controlled Regioselectivities in C-H Activation - A Case Study on Approaches for the Rationalization and Prediction of Selectivities

Supporting Material for the Article: Ligand Controlled Regioselectivities in C-H Activation - A Case Study on Approaches for the Rationalization and Prediction of Selectivities Deufel, Fritz; van Gemmeren, Manuel; ChemRxiv 2025, DOI: 10.26434/chemrxiv-2025-f723q-v2 Description: Strategies to understand ligand effects on regioselectivities of C–H activation processes were investigated using an alkynylation of thiophenes as model system. The results shed light on the role of dispersion models for the correct prediction of reaction outcomes and propose new roles for solvent and silver additive. The utility of multivariate linear regression in predicting selectivities across mechanistic regimes is demonstrated. Contents: SupportingData_Computational.xlsx: Computational data including: Energy and free energy values, benchmarks, MLR Models and Data, etc. SupportingData_Experimental.xlsx: Experimental data including: concentration vs time profiles for order and KIE determination, NMR integration, parallel KIE deuteration degrees, etc. RawExperimentalData.zip: NMR raw data of FIDs and MS data for deuteration degrees RawComputationalData.zip: .xyz coordinate files of relevant structures for DFT & MLR study, Matlab input and scripts