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

• Published in: Dalton transactions : an international journal of inorganic chemistry Vol. 48; no. 33; pp. 12541 - 12548
• Main Authors: Lee, Lucia Myongwon, Corless, Victoria, Luu, Helen, He, Allan, Jenkins, Hilary, Britten, James F, Adam Pani, Faisal, Vargas-Baca, Ignacio
• Format: Journal Article
• Language: English
• Published: England Royal Society of Chemistry 07.09.2019
• Subjects: Capping; Cations; Chalcogen bonds; Chlorides; Crystallography; Cyclohexane; Selenium; Structural analysis; Xylene
• ISSN: 1477-9226; 1477-9234
• DOI: 10.1039/c9dt02311a

The synthesis, and spectroscopic and structural characterization of bridged dicationic derivatives of benzo-2,1,3-selenadiazoles are reported. The chloride salt of [H 4 C 6 NSeN-CH 2 -CH 2 -NSeNC 6 H 4 ] 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-(H 4 C 6 NSeN) 2 -C 6 H 10 ]Cl 2 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, [H 4 C 6 NSeN-CH 2 -CH 2 -CH 2 -NSeNC 6 H 4 ](CF 3 SO 3 ) 2 only forms Se O ChBs. A variety of supramolecular structures is formed by selenadiazolium cations linked by hydrocarbon bridges.