Abstract
The synthesis of 4,5-diiodo-1,3-dimesityl-1,2,3-triazolium salts with different anions have been developed. These triazolium salts show diverse aggregation via halogen bonding between C–I bonds and anions. Triazolium with halide anions exists as a tetramer with saddle conformation. Triazolium tetrafluoroborate exists as a trimer with Chinese lantern shape conformation. Triazolium trifluoroacetate and acetate exist as dimers, respectively, while the former shows boat conformation and the latter forms rectangle conformation. Triazolium salts form a linear polymer with polyiodide.
Highlights
The halogen bond (XB) is a noncovalent interaction between electrophilic halides and Lewis bases or electron-rich regions [1,2]
Despite a variety of XB donors based on 1,2,3-triazole have been reported, no 4,5-diido-1,2,3-triazolium salts have been reported for an XB interaction
Triazolium salts form a linear polymer with polyiodide
Summary
The halogen bond (XB) is a noncovalent interaction between electrophilic halides and Lewis bases or electron-rich regions [1,2]. The crystal structures of these compounds show XB interactions between the triazolium moiety and anions, and different aggregations are formed. 2-OAc and 2-TFA were obtained via removing the iodide anion by AgOAc and CF3COOAg. A single crystal of 2-OAc suitable for X-ray diffraction analysis was obtained by slow diffusion of n-pentane into a dichloromethane solution.
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