Exploring the solid state and solution structural chemistry of the utility amide potassium hexamethyldisilazide (KHMDS)

Ana I. Ojeda-Amador; Antonio J. Martínez-Martínez; Gemma M. Robertson; Stuart D. Robertson; Alan R. Kennedy; Charles T. O'Hara

doi:10.1039/C7DT01118K

Exploring the solid state and solution structural chemistry of the utility amide potassium hexamethyldisilazide (KHMDS)

Ana I. Ojeda-Amador, Antonio J. Martínez-Martínez, Gemma M. Robertson, Stuart D. Robertson, Alan R. Kennedy, Charles T. O'Hara

Pure And Applied Chemistry

Research output: Contribution to journal › Article

6 Citations (Scopus)

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Abstract

The structural chemistry of eleven donor complexes of the important Brønsted base potassium 1,1,1,3,3,3-hexamethyldisilazide (KHMDS) has been studied. Depending on the donor, each complex adopted one of four general structural motifs. Specifically, in this study the donors employed were toluene (to give polymeric 1 and dimeric 2), THF (dimeric 3), N,N,N',N'-tetramethylethylenediamine (TMEDA) (dimeric 4), (R,R)-N,N,N',N'-tetramethyl-1,2-diaminocyclohexane [(R,R)-TMCDA] (dimeric 5), 12-crown-4 (dimeric 6), N,N,N',N'-tetramethyldiaminoethyl ether (TMDAE) (tetranuclear dimeric 8 and monomeric 10), N,N,N',N',N''-pentamethyldiethylentriamine (PMDETA) (tetranuclear dimeric 7), tris[2-dimethyl(amino)ethyl]amine (Me₆TREN) (tetranuclear dimeric 9) and tris{2-(2-methoxyethoxy)ethyl}amine (TMEEA) (monomeric 11). The complexes were also studied in solution by ¹H and ¹³C NMR spectroscopy as well as DOSY NMR spectroscopy.

Original language	English
Pages (from-to)	6392-6403
Number of pages	12
Journal	Dalton Transactions
Volume	46
Issue number	19
Early online date	3 May 2017
DOIs	https://doi.org/10.1039/C7DT01118K
Publication status	Published - 15 May 2017

Fingerprint

Amides

Nuclear magnetic resonance spectroscopy

Amines

Potassium

Toluene

Ether

12-crown-4

1,2-cyclohexanediamine

tris(2-(dimethylamino)ethyl)amine

N,N,N',N'-tetramethylethylenediamine

Keywords

structural chemistry
Brønsted base potassium
structural motifs
spectroscopic analysis

Cite this

Ojeda-Amador, A. I., Martínez-Martínez, A. J., Robertson, G. M., Robertson, S. D., Kennedy, A. R., & O'Hara, C. T. (2017). Exploring the solid state and solution structural chemistry of the utility amide potassium hexamethyldisilazide (KHMDS). Dalton Transactions, 46(19), 6392-6403. https://doi.org/10.1039/C7DT01118K

Ojeda-Amador, Ana I. ; Martínez-Martínez, Antonio J. ; Robertson, Gemma M. ; Robertson, Stuart D. ; Kennedy, Alan R. ; O'Hara, Charles T. / Exploring the solid state and solution structural chemistry of the utility amide potassium hexamethyldisilazide (KHMDS). In: Dalton Transactions. 2017 ; Vol. 46, No. 19. pp. 6392-6403.

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abstract = "The structural chemistry of eleven donor complexes of the important Br{\o}nsted base potassium 1,1,1,3,3,3-hexamethyldisilazide (KHMDS) has been studied. Depending on the donor, each complex adopted one of four general structural motifs. Specifically, in this study the donors employed were toluene (to give polymeric 1 and dimeric 2), THF (dimeric 3), N,N,N',N'-tetramethylethylenediamine (TMEDA) (dimeric 4), (R,R)-N,N,N',N'-tetramethyl-1,2-diaminocyclohexane [(R,R)-TMCDA] (dimeric 5), 12-crown-4 (dimeric 6), N,N,N',N'-tetramethyldiaminoethyl ether (TMDAE) (tetranuclear dimeric 8 and monomeric 10), N,N,N',N',N''-pentamethyldiethylentriamine (PMDETA) (tetranuclear dimeric 7), tris[2-dimethyl(amino)ethyl]amine (Me6TREN) (tetranuclear dimeric 9) and tris{2-(2-methoxyethoxy)ethyl}amine (TMEEA) (monomeric 11). The complexes were also studied in solution by 1H and 13C NMR spectroscopy as well as DOSY NMR spectroscopy.",

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Ojeda-Amador, AI, Martínez-Martínez, AJ, Robertson, GM, Robertson, SD , Kennedy, AR & O'Hara, CT 2017, 'Exploring the solid state and solution structural chemistry of the utility amide potassium hexamethyldisilazide (KHMDS)', Dalton Transactions, vol. 46, no. 19, pp. 6392-6403. https://doi.org/10.1039/C7DT01118K

Exploring the solid state and solution structural chemistry of the utility amide potassium hexamethyldisilazide (KHMDS). / Ojeda-Amador, Ana I.; Martínez-Martínez, Antonio J.; Robertson, Gemma M.; Robertson, Stuart D.; Kennedy, Alan R.; O'Hara, Charles T.

In: Dalton Transactions, Vol. 46, No. 19, 15.05.2017, p. 6392-6403.

Research output: Contribution to journal › Article

TY - JOUR

T1 - Exploring the solid state and solution structural chemistry of the utility amide potassium hexamethyldisilazide (KHMDS)

AU - Ojeda-Amador, Ana I.

AU - Martínez-Martínez, Antonio J.

AU - Robertson, Gemma M.

AU - Robertson, Stuart D.

AU - Kennedy, Alan R.

AU - O'Hara, Charles T.

PY - 2017/5/15

Y1 - 2017/5/15

N2 - The structural chemistry of eleven donor complexes of the important Brønsted base potassium 1,1,1,3,3,3-hexamethyldisilazide (KHMDS) has been studied. Depending on the donor, each complex adopted one of four general structural motifs. Specifically, in this study the donors employed were toluene (to give polymeric 1 and dimeric 2), THF (dimeric 3), N,N,N',N'-tetramethylethylenediamine (TMEDA) (dimeric 4), (R,R)-N,N,N',N'-tetramethyl-1,2-diaminocyclohexane [(R,R)-TMCDA] (dimeric 5), 12-crown-4 (dimeric 6), N,N,N',N'-tetramethyldiaminoethyl ether (TMDAE) (tetranuclear dimeric 8 and monomeric 10), N,N,N',N',N''-pentamethyldiethylentriamine (PMDETA) (tetranuclear dimeric 7), tris[2-dimethyl(amino)ethyl]amine (Me6TREN) (tetranuclear dimeric 9) and tris{2-(2-methoxyethoxy)ethyl}amine (TMEEA) (monomeric 11). The complexes were also studied in solution by 1H and 13C NMR spectroscopy as well as DOSY NMR spectroscopy.

AB - The structural chemistry of eleven donor complexes of the important Brønsted base potassium 1,1,1,3,3,3-hexamethyldisilazide (KHMDS) has been studied. Depending on the donor, each complex adopted one of four general structural motifs. Specifically, in this study the donors employed were toluene (to give polymeric 1 and dimeric 2), THF (dimeric 3), N,N,N',N'-tetramethylethylenediamine (TMEDA) (dimeric 4), (R,R)-N,N,N',N'-tetramethyl-1,2-diaminocyclohexane [(R,R)-TMCDA] (dimeric 5), 12-crown-4 (dimeric 6), N,N,N',N'-tetramethyldiaminoethyl ether (TMDAE) (tetranuclear dimeric 8 and monomeric 10), N,N,N',N',N''-pentamethyldiethylentriamine (PMDETA) (tetranuclear dimeric 7), tris[2-dimethyl(amino)ethyl]amine (Me6TREN) (tetranuclear dimeric 9) and tris{2-(2-methoxyethoxy)ethyl}amine (TMEEA) (monomeric 11). The complexes were also studied in solution by 1H and 13C NMR spectroscopy as well as DOSY NMR spectroscopy.

KW - structural chemistry

KW - Brønsted base potassium

KW - structural motifs

KW - spectroscopic analysis

UR - http://pubs.rsc.org/en/Journals/JournalIssues/DT

U2 - 10.1039/C7DT01118K

DO - 10.1039/C7DT01118K

M3 - Article

VL - 46

SP - 6392

EP - 6403

JO - Dalton Transactions