Journal
POLYHEDRON
Volume 223, Issue -, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.poly.2022.115988
Keywords
Cyclic iodonium compounds; Secondary bonding; Halogen bonding; Hypervalent iodine compounds
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This report examines the impact of introducing nitro groups on the solid state aggregation of two common types of cyclic hypervalent iodine compounds. The study found that while the nitro groups increased the electrophilicity of the iodine center, interactions with counterions or solvent molecules were more preferred.
Hypervalent iodine (HVI) compounds feature electron deficient iodine centers that often establish significant intermolecular interactions with oxygen atoms from neighboring molecules (IMIDLINE HORIZONTAL ELLIPSISO) in the solid state. This report examines the impact of the introduction of nitro (-NO2) groups on the solid state aggregation of two common types of cyclic HVI compounds, diaryliodonium (DAI) salts, and bisdiaryliodoniuim (BDAI) salts. The results of four structural determinations on three different cyclic iodonium compounds reveal that while the NO2 sub-stituent may increase the electrophilicity of the iodine center in the solid state, the intermolecular interactions with counterions (OTf-) or solvent molecules (THF, DMF, or DMSO) are mostly preferred.
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