Synthesis and Characterization of Potassium Aryl- and Alkyl-Substituted Silylchalcogenolate Salts
Abstract
Treatment of either triphenyl(chloro)silane or tert-butyldiphenyl(chloro)silane with potassium metal in THF, followed by addition of 18-crown-6, affords [K(18-crown-6)][SiPh3] (1) and [K(18-crown-6)][SiPh2 tBu] (2), respectively, as the reaction products in high yield. Compounds 1 and 2 were fully characterized including by multi-nuclear NMR and IR spectroscopies. Addition of elemental chalcogen to either 1 or 2, results in facile chalcogen insertion into the potassium-silicon bond to afford the silylchalcogenolates, [K(18-crown-6)][E– SiPh2R] (E = S, R = Ph (3); Se, R = Ph (4); E = Te, R = Ph (5); E = S, R = tBu (6); E = Se, R = tBu (7); E = Te, R = tBu (8)), in moderate to good yield. The silylchalcogenolates reported herein were characterized by multi-nuclear NMR and IR spectroscopies, and their solid-state molecular structures were determined by single-crystal X-ray crystallography. Importantly, the reported compounds crystallize as discrete monomers in the solid-state, a structural feature not previously observed in silylchalcogenolates, providing well-defined access routes into systematic metal complexation studies.
- Authors:
-
- Los Alamos National Lab. (LANL), Los Alamos, NM (United States); Transylvania Univ., Lexington, KY (United States)
- Transylvania Univ., Lexington, KY (United States)
- Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
- Publication Date:
- Research Org.:
- Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1335624
- Report Number(s):
- LA-UR-15-28775
Journal ID: ISSN 1477-9226
- Grant/Contract Number:
- AC52-06NA25396
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Dalton Transactions
- Additional Journal Information:
- Journal Volume: 45; Journal Issue: 24; Journal ID: ISSN 1477-9226
- Publisher:
- Royal Society of Chemistry
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; Inorganic and Physical Chemistry
Citation Formats
Brown, Jessica Lynn, Montgomery, Ashley C., Samaan, Christopher A., Janicke, Michael Timothy, Scott, Brian Lindley, and Gaunt, Andrew James. Synthesis and Characterization of Potassium Aryl- and Alkyl-Substituted Silylchalcogenolate Salts. United States: N. p., 2016.
Web. doi:10.1039/C5DT04433B.
Brown, Jessica Lynn, Montgomery, Ashley C., Samaan, Christopher A., Janicke, Michael Timothy, Scott, Brian Lindley, & Gaunt, Andrew James. Synthesis and Characterization of Potassium Aryl- and Alkyl-Substituted Silylchalcogenolate Salts. United States. https://doi.org/10.1039/C5DT04433B
Brown, Jessica Lynn, Montgomery, Ashley C., Samaan, Christopher A., Janicke, Michael Timothy, Scott, Brian Lindley, and Gaunt, Andrew James. Tue .
"Synthesis and Characterization of Potassium Aryl- and Alkyl-Substituted Silylchalcogenolate Salts". United States. https://doi.org/10.1039/C5DT04433B. https://www.osti.gov/servlets/purl/1335624.
@article{osti_1335624,
title = {Synthesis and Characterization of Potassium Aryl- and Alkyl-Substituted Silylchalcogenolate Salts},
author = {Brown, Jessica Lynn and Montgomery, Ashley C. and Samaan, Christopher A. and Janicke, Michael Timothy and Scott, Brian Lindley and Gaunt, Andrew James},
abstractNote = {Treatment of either triphenyl(chloro)silane or tert-butyldiphenyl(chloro)silane with potassium metal in THF, followed by addition of 18-crown-6, affords [K(18-crown-6)][SiPh3] (1) and [K(18-crown-6)][SiPh2 tBu] (2), respectively, as the reaction products in high yield. Compounds 1 and 2 were fully characterized including by multi-nuclear NMR and IR spectroscopies. Addition of elemental chalcogen to either 1 or 2, results in facile chalcogen insertion into the potassium-silicon bond to afford the silylchalcogenolates, [K(18-crown-6)][E– SiPh2R] (E = S, R = Ph (3); Se, R = Ph (4); E = Te, R = Ph (5); E = S, R = tBu (6); E = Se, R = tBu (7); E = Te, R = tBu (8)), in moderate to good yield. The silylchalcogenolates reported herein were characterized by multi-nuclear NMR and IR spectroscopies, and their solid-state molecular structures were determined by single-crystal X-ray crystallography. Importantly, the reported compounds crystallize as discrete monomers in the solid-state, a structural feature not previously observed in silylchalcogenolates, providing well-defined access routes into systematic metal complexation studies.},
doi = {10.1039/C5DT04433B},
journal = {Dalton Transactions},
number = 24,
volume = 45,
place = {United States},
year = {Tue Feb 23 00:00:00 EST 2016},
month = {Tue Feb 23 00:00:00 EST 2016}
}
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