Crystal structure of bis(3-bromomesityl)(quinolin-1-ium-8-yl)boron(III) tribromide

Son, Jungho; Tamang, Sem Raj; Hoefelmeyer, James D.

doi:10.1107/S2056989015015467

Title: Crystal structure of bis(3-bromomesityl)(quinolin-1-ium-8-yl)boron(III) tribromide

Abstract

The title compound, C₂₇H_26.82BBr_2.18N⁺·Br₃^-, is a cationic triarylborane isolated as its tribromide salt. The aryl substituents include a protonated 8-quinolyl group and two 3-bromomesityl groups. The molecule was prepared on combination of 3:1 Br₂and dimesityl(quinolin-8-yl)borane in hexanes. The refinement of the structure indicated a degree of `over-bromination' (beyond two bromine atoms) for the cation. There are two tribromide ions in the asymmetric unit, both completed by crystallographic inversion symmetry.

Authors:

Son, Jungho ^[1]; Tamang, Sem Raj ^[1]; Hoefelmeyer, James D. ^[1]

Univ. of South Dakota, Vermillion, SD (United States). Dept. of Chemistry

Publication Date:: Sat Aug 29 00:00:00 EDT 2015

Research Org.:: Univ. of South Dakota, Vermillion, SD (United States)

Sponsoring Org.:: USDOE Office of Science (SC)

OSTI Identifier:: 1629915

Grant/Contract Number:: FG02-08ER64624

Resource Type:: Accepted Manuscript

Journal Name:: Acta Crystallographica. Section E, Crystallographic Communications

Additional Journal Information:: Journal Volume: 71; Journal Issue: 9; Journal ID: ISSN 2056-9890

Publisher:: International Union of Crystallography

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; crystal structure; frustrated Lewis pair; halogen; heterolysis; electrophilic aromatic substitution

Citation Formats


                    Son, Jungho, Tamang, Sem Raj, and Hoefelmeyer, James D. Crystal structure of bis(3-bromomesityl)(quinolin-1-ium-8-yl)boron(III) tribromide.  United States: N. p., 2015. 
Web.  doi:10.1107/S2056989015015467.

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                    Son, Jungho, Tamang, Sem Raj, & Hoefelmeyer, James D. Crystal structure of bis(3-bromomesityl)(quinolin-1-ium-8-yl)boron(III) tribromide.  United States.  https://doi.org/10.1107/S2056989015015467

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                    Son, Jungho, Tamang, Sem Raj, and Hoefelmeyer, James D. Sat .  
"Crystal structure of bis(3-bromomesityl)(quinolin-1-ium-8-yl)boron(III) tribromide".  United States.  https://doi.org/10.1107/S2056989015015467.  https://www.osti.gov/servlets/purl/1629915.

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@article{osti_1629915,

  title        = {Crystal structure of bis(3-bromomesityl)(quinolin-1-ium-8-yl)boron(III) tribromide},

  author       = {Son, Jungho and Tamang, Sem Raj and Hoefelmeyer, James D.},

  abstractNote = {The title compound, C27H26.82BBr2.18N+·Br3-, is a cationic triarylborane isolated as its tribromide salt. The aryl substituents include a protonated 8-quinolyl group and two 3-bromomesityl groups. The molecule was prepared on combination of 3:1 Br2and dimesityl(quinolin-8-yl)borane in hexanes. The refinement of the structure indicated a degree of `over-bromination' (beyond two bromine atoms) for the cation. There are two tribromide ions in the asymmetric unit, both completed by crystallographic inversion symmetry.},

  doi          = {10.1107/S2056989015015467},

  journal      = {Acta Crystallographica. Section E, Crystallographic Communications},

  number       = 9,

  volume       = 71,

  place        = {United States},

  year         = {Sat Aug 29 00:00:00 EDT 2015},

  month        = {Sat Aug 29 00:00:00 EDT 2015}

}

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Works referenced in this record:

Polyhalide anions in crystals. Part 1. Triiodides of the Me ₄ N ⁺ , Me ₄ P ⁺ , quinuclidinium, 1-azoniapropellane, and 1,4-diazoniabicyclo[2.2.2]octane (DabcoH ₂ ²⁺ ) cations, and 1,10-phenanthrolinium(1+) tribromide
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pH Dependent Formation of Unprecedented Water–Bromide Cluster in the Bromide Salts of PTP Assisted by Anion−π Interactions: Synthesis, Structure, and DFT Study
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6-Ethoxycarbonyl-5,7-dihydroxy-2,3-dihydro-1 H -pyrido[3,2,1- ij ]quinolinium tribromide
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Letters in Organic Chemistry, Vol. 16, Issue 8
DOI: 10.2174/1570178616666181231161801

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dataset (1)

Title: Crystal structure of bis(3-bromomesityl)(quinolin-1-ium-8-yl)boron(III) tribromide

Abstract

Citation Formats

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6-Ethoxycarbonyl-5,7-dihydroxy-2,3-dihydro-1 H -pyrido[3,2,1- ij ]quinolinium tribromide journal, December 2012

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journal, April 1996

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Halogen Addition to a Frustrated Lewis Pair
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