Selective derivatization and characterization of bifunctional “Janus-Type” cyclotetrasiloxanes
Selective derivatization and characterization of bifunctional “Janus-Type” cyclotetrasiloxanes
Stereoregular all-cis cyclotetrasiloxanes [R-Si(O)-R'](4) with different functional groups attached to the opposite faces of the ring skeleton were derivatized without stereoisomerization or cleavage of the (SiO)(4) ring and with high selectivity using standard synthetic methods. The solid-state structures obtained for the iodophenylsubstituted starting material 16 ([p-I-C6H4-Si(O)-OSiMe(2)Vin](4)) and for the coupling product 21 ([biphenyl-CC-C6H4-Si(O)-OSiMe(2)Vin](4)) show a pronounced differentiation in the steric requirements of the different sides of the ring, resulting in characteristic crystal packing. In combination with the observed high thermal and chemical stability, these data demonstrate the high potential of cyclotetrasiloxanes for a wide range of applications.
1732-1742
Panisch, Robin
006fcba0-e699-4b5a-9564-b6fcf7815850
Bassindale, Alan R.
285ee4e0-58d0-4178-a0d9-d7e0d1efbebd
Korlyukov, Alexander A.
2456dc2b-9244-4a01-9e40-acb838822e93
Pitak, Mateusz B.
eeb6a00f-2291-4376-830f-d30dfd607ed1
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Taylor, Peter G.
e59508fd-4cfb-422c-bbb0-b70cfb6aa195
25 March 2013
Panisch, Robin
006fcba0-e699-4b5a-9564-b6fcf7815850
Bassindale, Alan R.
285ee4e0-58d0-4178-a0d9-d7e0d1efbebd
Korlyukov, Alexander A.
2456dc2b-9244-4a01-9e40-acb838822e93
Pitak, Mateusz B.
eeb6a00f-2291-4376-830f-d30dfd607ed1
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Taylor, Peter G.
e59508fd-4cfb-422c-bbb0-b70cfb6aa195
Panisch, Robin, Bassindale, Alan R., Korlyukov, Alexander A., Pitak, Mateusz B., Coles, Simon J. and Taylor, Peter G.
(2013)
Selective derivatization and characterization of bifunctional “Janus-Type” cyclotetrasiloxanes.
Organometallics, 32 (6), .
(doi:10.1021/om301158w).
Abstract
Stereoregular all-cis cyclotetrasiloxanes [R-Si(O)-R'](4) with different functional groups attached to the opposite faces of the ring skeleton were derivatized without stereoisomerization or cleavage of the (SiO)(4) ring and with high selectivity using standard synthetic methods. The solid-state structures obtained for the iodophenylsubstituted starting material 16 ([p-I-C6H4-Si(O)-OSiMe(2)Vin](4)) and for the coupling product 21 ([biphenyl-CC-C6H4-Si(O)-OSiMe(2)Vin](4)) show a pronounced differentiation in the steric requirements of the different sides of the ring, resulting in characteristic crystal packing. In combination with the observed high thermal and chemical stability, these data demonstrate the high potential of cyclotetrasiloxanes for a wide range of applications.
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Published date: 25 March 2013
Organisations:
Organic Chemistry: Synthesis, Catalysis and Flow, Chemistry, Faculty of Natural and Environmental Sciences
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Local EPrints ID: 362493
URI: http://eprints.soton.ac.uk/id/eprint/362493
ISSN: 0276-7333
PURE UUID: 15744cfa-8480-42a3-914f-6d6102595595
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Date deposited: 25 Feb 2014 14:26
Last modified: 15 Mar 2024 03:01
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Contributors
Author:
Robin Panisch
Author:
Alan R. Bassindale
Author:
Alexander A. Korlyukov
Author:
Mateusz B. Pitak
Author:
Peter G. Taylor
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