Controlled Halogen-Bond-Involving Assembly of Double-σ-Hole-Donating Diaryliodonium Cations and Ditopic Arene Sulfonates
Natalia S. Soldatova, Vitalii V. Suslonov, Daniil M. Ivanov, Mekhman S. Yusubov, Giuseppe Resnati, Павел С. Постников, Vadim Yu. Kukushkin
Abstract
The supramolecular dimensionality of halogen bonded architectures formed in the solid state by diaryliodonium salts is greater when the anion is a disulfonate rather than a monosulfonate. Specifically, diaryliodonium cations conventionally function as double-σ-hole halogen bond (XB) donors and form 0D-heterotetrameric motifs when paired with monosulfonate anions. Here it is reported that when 1,5- and 2,6-naphthalenedisulfonate anions are used as ditopic XB acceptors, their assemblies with diaryliodonium cations provide architectures of higher dimensionality. 1,5-Naphthalenedisulfonate leads to the occurrence of 1D chains, while the longer and less sterically encumbered 2,6-naphthalenedisulfonate produces either 1D chains or 2D layers. The two-center I···OSO supramolecular synthon is observed most frequently, and the three-center I···OSO linkage was identified in some assemblies based on 2,6-naphthalenedisulfonate.