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Issue 24, 2016
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Synthesis and characterization of potassium aryl- and alkyl-substituted silylchalcogenolate ligands

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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)][SiPh2tBu] (2), respectively, as the reaction products in high yield. Compounds 1 and 2 were fully characterized including by multi-nuclear NMR, UV/vis 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); E = 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, UV/vis 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.

Graphical abstract: Synthesis and characterization of potassium aryl- and alkyl-substituted silylchalcogenolate ligands

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Supplementary files

Article information


Submitted
10 Nov 2015
Accepted
15 Feb 2016
First published
23 Feb 2016

Dalton Trans., 2016,45, 9841-9852
Article type
Paper
Author version available

Synthesis and characterization of potassium aryl- and alkyl-substituted silylchalcogenolate ligands

J. L. Brown, A. C. Montgomery, C. A. Samaan, M. T. Janicke, B. L. Scott and A. J. Gaunt, Dalton Trans., 2016, 45, 9841 DOI: 10.1039/C5DT04433B

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