Synthetic and structural investigations of bis(<i>N</i>-alkyl-benzoselenadiazolium) cations

Lucia Myongwon Lee, Victoria B. Corless, Helen Luu, Allan He, Hilary A. Jenkins, James F. Britten, Faisal Adam Pani, Ignacio Vargas‐Baca

Dalton Transactions · 2019 · 10 citations · 31 references

Abstract

The synthesis, and spectroscopic and structural characterization of bridged dicationic derivatives of benzo-2,1,3-selenadiazoles are reported. The chloride salt of [H<sub>4</sub>C<sub>6</sub>NSeN-CH<sub>2</sub>-CH<sub>2</sub>-NSeNC<sub>6</sub>H<sub>4</sub>]<sup>2+</sup> crystallizes forming a macrocyclic structure in which two cations are bridged by SeCl chalcogen bonds (ChBs), with a third chloride at the centre of the macrocycle. The structure of [1,2-(H<sub>4</sub>C<sub>6</sub>NSeN)<sub>2</sub>-C<sub>6</sub>H<sub>10</sub>]Cl<sub>2</sub> consists of two selenadiazolium cations linked by a chiral cyclohexane and capped by SeCl ChBs. Tetrafluoroborate salts of a xylene bridge crystallize in two pseudopolymorphs in which the cations form SeF ChBs in an anti- or syn-conformation. The triflate salt of ethylene-bridged cations dimerizes through the formation of the [Se-N]<sub>2</sub> supramolecular synthon with SeO ChBs capping the second selenium atom. In contrast, [H<sub>4</sub>C<sub>6</sub>NSeN-CH<sub>2</sub>-CH<sub>2</sub>-CH<sub>2</sub>-NSeNC<sub>6</sub>H<sub>4</sub>](CF<sub>3</sub>SO<sub>3</sub>)<sub>2</sub> only forms SeO ChBs.

References

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