While an IUPAC definition for hydrogen bonding was only released in 2011 after decades of discussions in the scientific community (Arunann et al., 2011), it did not take such a long time to come up with an analogous definition of halogen bonding (Desiraju et al., 2013), following a revival of this interaction in the literature, which can be traced back to the early 1990s. The identification of ...

Chalcogen bonding is a little explored noncovalent interaction similar to halogen bonding. This manuscript describes the first application of selenium-based chalcogen bond donors as Lewis acids in organic synthesis. To this end, the solvolysis of benzhydryl bromide served as a halide abstraction benchmark reaction. Chalcogen bond donors based on a bis(benzimidazolium) core provided rate acceler...

A detailed investigation of the influence of counterions on the [N-I-N]+ halogen bond in solution, in the solid state and in silico is presented. Translational diffusion coefficients indicate close attachment of counterions to the cationic, three-center halogen bond in dichloromethane solution. Isotopic perturbation of equilibrium NMR studies performed on isotopologue mixtures of regioselective...

A theoretical study of the complexes formed by hypohalous acids (HOX, X = F, Cl, Br, I, and At) with three nitrogenated bases (NH 3, N 2, and NCH) has been carried out by means of ab initio methods, up to MP2/aug-cc-pVTZ computational method. In general, two minima complexes are found, one with an OH...N hydrogen bond and the other one with a X...N halogen bond. While the first one is more stab...

The purpose of this study was to compare the effectiveness of a plasma arc lamp with a conventional tungsten quartz halogen lamp in orthodontic bonding. Twenty consecutive patients had their brackets bonded either with Transbond XT (n = 10) or Fuji Ortho LC (n = 10). In total, 352 teeth were bonded, 176 in each group. Using a randomized cross-mouth control study design, where diagonally opposit...

Six novel halogen-bonded cocrystals of 1,3,5-triiodo-2,4,6-trifluorobenzene with three structural isomers benzoylpyridine have been synthesized mechanochemically and by crystallization from solution, five which were structurally characterized. In four cocrystals, is a ditopic halogen-bond acceptor participating in halogen bonding both pyridine nitrogen carbonyl oxygen atoms, while one cocrystal...

Halogen bond donors had an increasing impact on catalysis in recent years, and their development is highly active. In particular, numerous iodine-based halogen have been developed used to promote various reactions through coordinating carbonyl groups, a ubiquitous mode of activation catalysis. We now report computational data which strongly suggests that alternative mode, direct π-complexation,...

Ab initio MP2/aug'-cc-pVTZ calculations have been carried out to investigate the structures, binding energies, and bonding characteristics of binary complexes HFBe:FCl, R2Be:FCl, and FCl:N-base, and of ternary complexes HFBe:FCl:N-base and R2Be:FCl:N-base for R = H, F, Cl; N-base = NH3, NHCH2, NCH. Dramatic synergistic cooperative effects have been found between the Be···F beryllium bonds and t...

The syntheses and halogen bonded (XB) complexes of tetrahalogenated ethynyl cavitands are presented. These cavitands act as quite rigid 3D multivalent halogen bond donors and show strong XB with oxygen, nitrogen and bromide XB acceptors.