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A higher yielding route to octasilsesquioxane cages using tetrabutylammonium fluoride, Part 2: further synthetic advances, mechanistic investigations and X-ray crystal structure studies into the factors that determine cage geometry in the solid state

A higher yielding route to octasilsesquioxane cages using tetrabutylammonium fluoride, Part 2: further synthetic advances, mechanistic investigations and X-ray crystal structure studies into the factors that determine cage geometry in the solid state
A higher yielding route to octasilsesquioxane cages using tetrabutylammonium fluoride, Part 2: further synthetic advances, mechanistic investigations and X-ray crystal structure studies into the factors that determine cage geometry in the solid state
The recently-reported reaction of triethoxysilanes with tetrabutylammonium fluoride in the presence of scarce water provides a higher yielding route to substituted octasilsesquioxane cages. Further cages have now been prepared in good yield using this route and their X-ray crystal structures demonstrate that their cage geometries in the solid state are very similar with the packing constraints of the crystal lattices appearing to have the greatest influence on the geometry of the cage core. The mechanism of the reaction has been examined and the proposed mechanism of cage formation validated, though its exclusivity has not been categorically proven. By careful choice of reaction conditions, dramatic increases in rate and yield have been demonstrated.
T8 silsequioxane cage, alkoxysilane, x-ray study, mechanism silsesquioxane cores
0022-328X
3287-3300
Bassindale, Alan R.
285ee4e0-58d0-4178-a0d9-d7e0d1efbebd
Chen, Huiping
eb34e1ba-dcf2-4e86-90b7-8f27945973c9
Liu, Zhihua
5b57dc8c-3339-4b29-a4aa-c44512cf4b41
MacKinnon, Iain A.
ce438292-03a1-4903-aeae-c0aa72484630
Parker, David J.
1d171620-6db3-47a3-9890-343e0371c11d
Taylor, Peter G.
e59508fd-4cfb-422c-bbb0-b70cfb6aa195
Yang, Yuxing
834ef9a3-3bfe-44c7-abd3-1ac5412969ca
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Horton, Peter N.
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Bassindale, Alan R.
285ee4e0-58d0-4178-a0d9-d7e0d1efbebd
Chen, Huiping
eb34e1ba-dcf2-4e86-90b7-8f27945973c9
Liu, Zhihua
5b57dc8c-3339-4b29-a4aa-c44512cf4b41
MacKinnon, Iain A.
ce438292-03a1-4903-aeae-c0aa72484630
Parker, David J.
1d171620-6db3-47a3-9890-343e0371c11d
Taylor, Peter G.
e59508fd-4cfb-422c-bbb0-b70cfb6aa195
Yang, Yuxing
834ef9a3-3bfe-44c7-abd3-1ac5412969ca
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Horton, Peter N.
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da

Bassindale, Alan R., Chen, Huiping, Liu, Zhihua, MacKinnon, Iain A., Parker, David J., Taylor, Peter G., Yang, Yuxing, Light, Mark E., Horton, Peter N. and Hursthouse, Michael B. (2004) A higher yielding route to octasilsesquioxane cages using tetrabutylammonium fluoride, Part 2: further synthetic advances, mechanistic investigations and X-ray crystal structure studies into the factors that determine cage geometry in the solid state. Journal of Organometallic Chemistry, 689 (21), 3287-3300. (doi:10.1016/j.jorganchem.2004.06.063).

Record type: Article

Abstract

The recently-reported reaction of triethoxysilanes with tetrabutylammonium fluoride in the presence of scarce water provides a higher yielding route to substituted octasilsesquioxane cages. Further cages have now been prepared in good yield using this route and their X-ray crystal structures demonstrate that their cage geometries in the solid state are very similar with the packing constraints of the crystal lattices appearing to have the greatest influence on the geometry of the cage core. The mechanism of the reaction has been examined and the proposed mechanism of cage formation validated, though its exclusivity has not been categorically proven. By careful choice of reaction conditions, dramatic increases in rate and yield have been demonstrated.

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Published date: 2004
Keywords: T8 silsequioxane cage, alkoxysilane, x-ray study, mechanism silsesquioxane cores

Identifiers

Local EPrints ID: 39103
URI: https://eprints.soton.ac.uk/id/eprint/39103
ISSN: 0022-328X
PURE UUID: 77e88cec-519f-4dc6-8b25-5dc3189b631b
ORCID for Mark E. Light: ORCID iD orcid.org/0000-0002-0585-0843
ORCID for Peter N. Horton: ORCID iD orcid.org/0000-0001-8886-2016

Catalogue record

Date deposited: 20 Jun 2006
Last modified: 20 Jul 2019 01:10

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Contributors

Author: Alan R. Bassindale
Author: Huiping Chen
Author: Zhihua Liu
Author: Iain A. MacKinnon
Author: David J. Parker
Author: Peter G. Taylor
Author: Yuxing Yang
Author: Mark E. Light ORCID iD
Author: Peter N. Horton ORCID iD

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