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Salts of Sterically Hindered Chalcogen‐Varied Herz Cations Including Those with [Te3Cl14]2– and [Te4Cl18]2– Anions

Salts of sterically hindered chalcogen‐varied Herz cations with various anions were synthesized. 4,6‐Di‐‐butyl‐substituted 1,2,3‐benzothiaselenazolium (), 2,1,3‐benzothiaselenazolium (), and 1,2,3‐benzodiselenazolium () were obtained from corresponding 1,2,3‐benzodithiazolium () or 2‐bromo‐4,6‐di‐‐b... Full description

Journal Title: European Journal of Inorganic Chemistry 22 March 2018, Vol.2018(11), pp.1322-1332
Main Author: Makarov, Alexander Yu.
Other Authors: Bagryanskaya, Irina Yu. , Volkova, Yulia M. , Shakirov, Makhmut M. , Zibarev, Andrey V.
Format: Electronic Article Electronic Article
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ID: ISSN: 1434-1948 ; E-ISSN: 1099-0682 ; DOI: 10.1002/ejic.201701470
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recordid: wj10.1002/ejic.201701470
title: Salts of Sterically Hindered Chalcogen‐Varied Herz Cations Including Those with [Te3Cl14]2– and [Te4Cl18]2– Anions
format: Article
creator:
  • Makarov, Alexander Yu.
  • Bagryanskaya, Irina Yu.
  • Volkova, Yulia M.
  • Shakirov, Makhmut M.
  • Zibarev, Andrey V.
subjects:
  • Anions
  • Herz Salts
  • Heterocycles
  • Selenium
  • Tellurium
ispartof: European Journal of Inorganic Chemistry, 22 March 2018, Vol.2018(11), pp.1322-1332
description: Salts of sterically hindered chalcogen‐varied Herz cations with various anions were synthesized. 4,6‐Di‐‐butyl‐substituted 1,2,3‐benzothiaselenazolium (), 2,1,3‐benzothiaselenazolium (), and 1,2,3‐benzodiselenazolium () were obtained from corresponding 1,2,3‐benzodithiazolium () or 2‐bromo‐4,6‐di‐‐butylaniline () and were isolated as salts with [Cl] or/and [SbCl] anions. Reaction of in situ prepared ,,‐tris(trimethylsilyl)‐2‐amino‐3,5‐di‐‐butyltellurophenole with SeCl, SCl, and SOCl resulted in elimination of Te and the formation of [][TeCl], [][TeCl], and [][TeCl] together with ‐sulfinyl‐2‐amino‐3,5‐di‐‐butylphenyltellurium trichloride (); expected 2,1,3‐benzothiatellurazolium () and 2,1,3‐benzoselenatellurazolium () were not observed. Compounds [][Cl] (solvate with CHCl), [][SbCl], [][SbCl], [][SbCl], [][TeCl], [][TeCl], [][TeCl], and were structurally defined by X‐ray diffraction. All of the [SbCl] salts were isomorphous, and the [TeCl] and [TeCl] anions were previously unknown. Compound has a significantly shortened intramolecular TeO contact. Sterically hindered 1,2,3‐benzodithiazolium salts and their Se congeners with [Cl] and [SbCl] anions are synthesized and structurally defined. Under identical conditions, the Te analogues unexpectedly give salts of Te‐free cations with [TeCl], [TeCl], and [TeCl] anions and a neutral acyclic compound bearing TeCl and N=S=O groups in the positions of the benzene ring.
language:
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identifier: ISSN: 1434-1948 ; E-ISSN: 1099-0682 ; DOI: 10.1002/ejic.201701470
fulltext: fulltext
issn:
  • 1434-1948
  • 14341948
  • 1099-0682
  • 10990682
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titleSalts of Sterically Hindered Chalcogen‐Varied Herz Cations Including Those with [Te3Cl14]2– and [Te4Cl18]2– Anions
creatorMakarov, Alexander Yu. ; Bagryanskaya, Irina Yu. ; Volkova, Yulia M. ; Shakirov, Makhmut M. ; Zibarev, Andrey V.
ispartofEuropean Journal of Inorganic Chemistry, 22 March 2018, Vol.2018(11), pp.1322-1332
identifier
subjectAnions ; Herz Salts ; Heterocycles ; Selenium ; Tellurium
descriptionSalts of sterically hindered chalcogen‐varied Herz cations with various anions were synthesized. 4,6‐Di‐‐butyl‐substituted 1,2,3‐benzothiaselenazolium (), 2,1,3‐benzothiaselenazolium (), and 1,2,3‐benzodiselenazolium () were obtained from corresponding 1,2,3‐benzodithiazolium () or 2‐bromo‐4,6‐di‐‐butylaniline () and were isolated as salts with [Cl] or/and [SbCl] anions. Reaction of in situ prepared ,,‐tris(trimethylsilyl)‐2‐amino‐3,5‐di‐‐butyltellurophenole with SeCl, SCl, and SOCl resulted in elimination of Te and the formation of [][TeCl], [][TeCl], and [][TeCl] together with ‐sulfinyl‐2‐amino‐3,5‐di‐‐butylphenyltellurium trichloride (); expected 2,1,3‐benzothiatellurazolium () and 2,1,3‐benzoselenatellurazolium () were not observed. Compounds [][Cl] (solvate with CHCl), [][SbCl], [][SbCl], [][SbCl], [][TeCl], [][TeCl], [][TeCl], and were structurally defined by X‐ray diffraction. All of the [SbCl] salts were isomorphous, and the [TeCl] and [TeCl] anions were previously unknown. Compound has a significantly shortened intramolecular TeO contact. Sterically hindered 1,2,3‐benzodithiazolium salts and their Se congeners with [Cl] and [SbCl] anions are synthesized and structurally defined. Under identical conditions, the Te analogues unexpectedly give salts of Te‐free cations with [TeCl], [TeCl], and [TeCl] anions and a neutral acyclic compound bearing TeCl and N=S=O groups in the positions of the benzene ring.
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titleSalts of Sterically Hindered Chalcogen‐Varied Herz Cations Including Those with [Te3Cl14]2– and [Te4Cl18]2– Anions
descriptionSalts of sterically hindered chalcogen‐varied Herz cations with various anions were synthesized. 4,6‐Di‐‐butyl‐substituted 1,2,3‐benzothiaselenazolium (), 2,1,3‐benzothiaselenazolium (), and 1,2,3‐benzodiselenazolium () were obtained from corresponding 1,2,3‐benzodithiazolium () or 2‐bromo‐4,6‐di‐‐butylaniline () and were isolated as salts with [Cl] or/and [SbCl] anions. Reaction of in situ prepared ,,‐tris(trimethylsilyl)‐2‐amino‐3,5‐di‐‐butyltellurophenole with SeCl, SCl, and SOCl resulted in elimination of Te and the formation of [][TeCl], [][TeCl], and [][TeCl] together with ‐sulfinyl‐2‐amino‐3,5‐di‐‐butylphenyltellurium trichloride (); expected 2,1,3‐benzothiatellurazolium () and 2,1,3‐benzoselenatellurazolium () were not observed. Compounds [][Cl] (solvate with CHCl), [][SbCl], [][SbCl], [][SbCl], [][TeCl], [][TeCl], [][TeCl], and were structurally defined by X‐ray diffraction. All of the [SbCl] salts were isomorphous, and the [TeCl] and [TeCl] anions were previously unknown. Compound has a significantly shortened intramolecular TeO contact. Sterically hindered 1,2,3‐benzodithiazolium salts and their Se congeners with [Cl] and [SbCl] anions are synthesized and structurally defined. Under identical conditions, the Te analogues unexpectedly give salts of Te‐free cations with [TeCl], [TeCl], and [TeCl] anions and a neutral acyclic compound bearing TeCl and N=S=O groups in the positions of the benzene ring.
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titleSalts of Sterically Hindered Chalcogen‐Varied Herz Cations Including Those with [Te3Cl14]2– and [Te4Cl18]2– Anions
authorMakarov, Alexander Yu. ; Bagryanskaya, Irina Yu. ; Volkova, Yulia M. ; Shakirov, Makhmut M. ; Zibarev, Andrey V.
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abstractSalts of sterically hindered chalcogen‐varied Herz cations with various anions were synthesized. 4,6‐Di‐‐butyl‐substituted 1,2,3‐benzothiaselenazolium (), 2,1,3‐benzothiaselenazolium (), and 1,2,3‐benzodiselenazolium () were obtained from corresponding 1,2,3‐benzodithiazolium () or 2‐bromo‐4,6‐di‐‐butylaniline () and were isolated as salts with [Cl] or/and [SbCl] anions. Reaction of in situ prepared ,,‐tris(trimethylsilyl)‐2‐amino‐3,5‐di‐‐butyltellurophenole with SeCl, SCl, and SOCl resulted in elimination of Te and the formation of [][TeCl], [][TeCl], and [][TeCl] together with ‐sulfinyl‐2‐amino‐3,5‐di‐‐butylphenyltellurium trichloride (); expected 2,1,3‐benzothiatellurazolium () and 2,1,3‐benzoselenatellurazolium () were not observed. Compounds [][Cl] (solvate with CHCl), [][SbCl], [][SbCl], [][SbCl], [][TeCl], [][TeCl], [][TeCl], and were structurally defined by X‐ray diffraction. All of the [SbCl] salts were isomorphous, and the [TeCl] and [TeCl] anions were previously unknown. Compound has a significantly shortened intramolecular TeO contact. Sterically hindered 1,2,3‐benzodithiazolium salts and their Se congeners with [Cl] and [SbCl] anions are synthesized and structurally defined. Under identical conditions, the Te analogues unexpectedly give salts of Te‐free cations with [TeCl], [TeCl], and [TeCl] anions and a neutral acyclic compound bearing TeCl and N=S=O groups in the positions of the benzene ring.
doi10.1002/ejic.201701470
pages1322-1332
orcididhttp://orcid.org/0000-0001-9642-8105
date2018-03-22