The halogen bonding of halonium ions
Title: The halogen bonding of halonium ions
DNr: SNIC 2022/5-431
Project Type: SNIC Medium Compute
Principal Investigator: Mate Erdelyi <>
Affiliation: Uppsala universitet
Duration: 2022-10-01 – 2023-10-30
Classification: 10405 10407


My group has investigated the halogen bond of halonium ions since a decade, which resulted in a number of publications (for example ChemComm 2012, 48, 1458, JACS 2012, 134, 5706, Cryst Eng Comm 2013, 15, 3087, Chem. Sci. 2014, 5, 3226-3233, Chem. Sci. 2015, 6, 3746-3756, J. Am. Chem. Soc. 2016, 138, 9853, J. Am Chem. Soc. 2018, 140, 13503, J. Am. Chem. Soc. 2018, 140, 17571, Angew. Chem. Int. Ed. 2019, 58, 9012, Chem. Commun. 2020, 56, 14431; J. Chem. Theory Comput. 2020, 16, 7690; Chem. Commun. 2020, 56, 9671; Chem. Sci. 2020, 11, 7979; Chem. Soc. Rev. 2020, 49, 2688; Chem. Eur. J. 2021, DOI: 10.1002/chem.202102575; J. Am. Chem. Soc. 2021,143, 10695; Bull. Chem. Soc. Jpn. 2021, 94, 191, ChemComm 2022, 58, 4977; etc). These studies have mainly focused on experimental - spectroscopic studies. We have recently benchmarked computational methods for this specific type of halogen bonds, and initiated computations addressing the mechanism of halogen transfer processes. We have also developed new strategies to detect and characterize very weak halogen bonds, and to use this in developing environmentally friendly synthetic procedures (halogen bond activation in gold catalysis, for instance). We wish to proceed with this work, focusing on continuously chiral ligands that have a high potential for asymmetric halogenation reactions. The project will includes predominantly DFT calculations using Gaussian, including geometry optimizations, potential energy scans, estimation of NMR chemical shifts, etc. It will also make use of Monte Carlo conformational searches combined with molecular mechanics minimizations. The project is related to our previous work at hpc2n (HPC2N-2013-019, HPCN-2014-2-21, SNIC 2020/5-435 and SNIC 20215-359). It is our flagship project that over the past decade has delivered a large number of high impact publications ( JACS, Angewandte, Chemical Science papers, etc) and ground breaking results that have pushed the frontiers of the research fields. We wish to continue this work.