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Synthetic and structural investigations of bis(N-alkyl-benzoselenadiazolium) cations

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Abstract

The synthesis, and spectroscopic and structural characterization of bridged dicationic derivatives of benzo-2,1,3-selenadiazoles are reported. The chloride salt of [H4C6NSeN–CH2–CH2–NSeNC6H4]2+ crystallizes forming a macrocyclic structure in which two cations are bridged by Se⋯Cl chalcogen bonds (ChBs), with a third chloride at the centre of the macrocycle. The structure of [1,2-(H4C6NSeN)2-C6H10]Cl2 consists of two selenadiazolium cations linked by a chiral cyclohexane and capped by Se⋯Cl ChBs. Tetrafluoroborate salts of a xylene bridge crystallize in two pseudopolymorphs in which the cations form Se⋯F ChBs in an anti- or syn-conformation. The triflate salt of ethylene-bridged cations dimerizes through the formation of the [Se–N]2 supramolecular synthon with Se⋯O ChBs capping the second selenium atom. In contrast, [H4C6NSeN–CH2–CH2–CH2–NSeNC6H4](CF3SO3)2 only forms Se⋯O ChBs.

Graphical abstract: Synthetic and structural investigations of bis(N-alkyl-benzoselenadiazolium) cations

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Publication details

The article was received on 31 May 2019, accepted on 22 Jul 2019 and first published on 23 Jul 2019


Article type: Paper
DOI: 10.1039/C9DT02311A
Dalton Trans., 2019, Advance Article

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    Synthetic and structural investigations of bis(N-alkyl-benzoselenadiazolium) cations

    L. M. Lee, V. Corless, H. Luu, A. He, H. Jenkins, J. F. Britten, F. Adam Pani and I. Vargas-Baca, Dalton Trans., 2019, Advance Article , DOI: 10.1039/C9DT02311A

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