Structural diversity in the products formed by the reactions of 2-arylselanyl pyridine derivatives and dihalogens

Abstract

The presence of competing donor sites in L1–L4 influences their reactivity towards dihalogens and interhalogens.

The relationship between the crystal habit and the energy framework pattern: a case study involving halogen bonding on the edge of a covalent bond

“…40,41 Wide variations of N⋯I distances were also observed in complexes of I 2 , IBr, and ICl molecules with pyridine derivatives. 42 In fact, the N⋯I bond of 2.246 Å in the complex of ICl with 4-dimethylaminopyridine 43 is even shorter than that in the association of DABCO with I 2 . Such strong N⋯I interactions raise the question if the amineinterhalogen associates should be considered in crystallization modeling as two-component systems or as single molecular units, and they suggest the detailed study of the nature of bonding in these systems.…”

An unprecedented non-classical polyinterhalogen anion made of [I2Cl]− and I2 at the 2-(p-tolyl)selenopheno[2,3-b]pyridinium cation template

“…Recently, we have focused our attention on donor molecules featuring the simultaneous presence of both N-heterocyclic and chalcogen Lewis donor sites, 18 a ,20 a ,22 c ,25,28 which should enlarge, at least in principle, both the number of products accessible by reaction with di-halogen or interhalogen acceptors and the structural diversity in the resulting self-assembled polyhalide and polyinterhalides architectures. Among the possible donors featuring these structural features, chalcogenophene-fused pyridines represent an interesting class of compounds extensively exploited in medicinal chemistry as promising drugs for the treatment of autoimmune diseases, in materials science as organic semiconductors, and in organic synthesis.…”

Halogen-bonded liquid-crystalline complexes formed from 4-alkoxyphenylpyridines with iodine and with interhalogens

“…The complex with pyridine 28 has an N⋯I separation of 2.26(4) Å – shorter than the present example, while a DABCO derivative 29 has an N⋯I separation of 2.28(1) Å which is statistically the same. Other complexes with 2,2-bipyridine, 30 tetra-2-pyridyl-pyrazine 31 and a 2-(phenylselenopyridine) 32 (Fig. S4†) have longer N⋯I separations of 2.4607(5), 2.405(3) Å and 2.411(3) Å, respectively.…”