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The reactions of dialkyl and diarylethoxysilanes with T6 silsesquioxane cages: X-ray crystallographic studies of the mono-T6D1 and bis-T6D2 insertion ring expansion products

The reactions of dialkyl and diarylethoxysilanes with T6 silsesquioxane cages: X-ray crystallographic studies of the mono-T6D1 and bis-T6D2 insertion ring expansion products
The reactions of dialkyl and diarylethoxysilanes with T6 silsesquioxane cages: X-ray crystallographic studies of the mono-T6D1 and bis-T6D2 insertion ring expansion products
Successful ring-expanding insertion reactions of T6 silsesquioxane cages using dialkyl and diarylethoxysilanes have been performed to give the first reported mixed T6D1 and T6D2 silsesquioxane cages. The reactions of hexacyclohexylsilsesquioxane (T6) with dialkyl and diaryldiethoxysilanes give predominantly T6D2 bis-insertion compounds while the reaction of T6 with dimethylethoxysilane gives one T6D1 mono-insertion product and various T6D2 bis-insertion products as isolable components. Three of the ring-expanded products are chiral and it has been shown from their X-ray crystal structures that the pairs of enantiomers, formed as racemic mixtures, co-crystallise together. As well as comparing these structures with related ones in the literature, the possible mechanism of their formation is discussed.
t-6 silsesquioxane cage, alkoxysilane, insertion reaction, ring opening, cage expansion, x-ray study, siloxane copolymers, poss macromers, silasesquioxanes, models
0022-328X
1-11
Bassindale, Alan R.
285ee4e0-58d0-4178-a0d9-d7e0d1efbebd
Liu, Zhihua
5b57dc8c-3339-4b29-a4aa-c44512cf4b41
Parker, David J.
1d171620-6db3-47a3-9890-343e0371c11d
Taylor, Peter G.
e59508fd-4cfb-422c-bbb0-b70cfb6aa195
Horton, Peter N.
48f162d1-d6ce-43c1-aeef-d58b3ec702b8
Hursthouse, Michael B.
a65b4d35-2ea0-47e7-938a-d744f4d9ba28
Light, Mark E.
13b5eb33-3114-4fb7-8500-90ce69e9933c
Bassindale, Alan R.
285ee4e0-58d0-4178-a0d9-d7e0d1efbebd
Liu, Zhihua
5b57dc8c-3339-4b29-a4aa-c44512cf4b41
Parker, David J.
1d171620-6db3-47a3-9890-343e0371c11d
Taylor, Peter G.
e59508fd-4cfb-422c-bbb0-b70cfb6aa195
Horton, Peter N.
48f162d1-d6ce-43c1-aeef-d58b3ec702b8
Hursthouse, Michael B.
a65b4d35-2ea0-47e7-938a-d744f4d9ba28
Light, Mark E.
13b5eb33-3114-4fb7-8500-90ce69e9933c

Bassindale, Alan R., Liu, Zhihua, Parker, David J., Taylor, Peter G., Horton, Peter N., Hursthouse, Michael B. and Light, Mark E. (2003) The reactions of dialkyl and diarylethoxysilanes with T6 silsesquioxane cages: X-ray crystallographic studies of the mono-T6D1 and bis-T6D2 insertion ring expansion products. Journal of Organometallic Chemistry, 687 (1), 1-11. (doi:10.1016/S0022-328X(03)00622-3).

Record type: Article

Abstract

Successful ring-expanding insertion reactions of T6 silsesquioxane cages using dialkyl and diarylethoxysilanes have been performed to give the first reported mixed T6D1 and T6D2 silsesquioxane cages. The reactions of hexacyclohexylsilsesquioxane (T6) with dialkyl and diaryldiethoxysilanes give predominantly T6D2 bis-insertion compounds while the reaction of T6 with dimethylethoxysilane gives one T6D1 mono-insertion product and various T6D2 bis-insertion products as isolable components. Three of the ring-expanded products are chiral and it has been shown from their X-ray crystal structures that the pairs of enantiomers, formed as racemic mixtures, co-crystallise together. As well as comparing these structures with related ones in the literature, the possible mechanism of their formation is discussed.

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More information

Published date: 1 December 2003
Keywords: t-6 silsesquioxane cage, alkoxysilane, insertion reaction, ring opening, cage expansion, x-ray study, siloxane copolymers, poss macromers, silasesquioxanes, models

Identifiers

Local EPrints ID: 19894
URI: https://eprints.soton.ac.uk/id/eprint/19894
ISSN: 0022-328X
PURE UUID: f30bc395-009f-446b-b9b6-e1214450e6e0

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Date deposited: 23 Feb 2006
Last modified: 15 Jul 2019 19:26

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Contributors

Author: Alan R. Bassindale
Author: Zhihua Liu
Author: David J. Parker
Author: Peter G. Taylor
Author: Peter N. Horton
Author: Michael B. Hursthouse
Author: Mark E. Light

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