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Chiral configurations of spirane-bridged cyclotriphosphazenes

Chiral configurations of spirane-bridged cyclotriphosphazenes
Chiral configurations of spirane-bridged cyclotriphosphazenes
The stereogenic properties of carbocyclic spiranes with two interlocking rings are well-established. Although some cyclophosphazene analogues of dispiranes have been reported, the molecules did not have any centres of chirality because they were symmetrically substituted. Linear tetra-spiranes, in which the two inner rings are carbocyclic and symmetrical and the two outer rings are unsymmetrically-substituted cyclotriphosphazenes, are expected to give rise to chiral molecules. We now report on the synthesis and ste-reogenic properties of the three structural types of pentaer-ythritol-bridged disubstituted cyclophosphazenes, which all have centres of chirality.
chirality, cyclotriphosphazene derivatives, nmr spectroscopy, tetraspiranes, x-ray diffractionphosphorus-nitrogen compounds, hexachlorocyclotriphosphazatriene, phosphazenes
1434-193X
1881-1886
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Davies, David B.
675b90e6-0c3c-468b-9996-326220517cc6
Eaton, Robert J.
e274676b-0499-47e1-8dbb-8d1ed908cdea
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Kiliç, Adem
53892b58-c3f9-4894-bdf9-6be70ab7611e
Shaw, Robert A.
a9ecde60-6fe9-4b5d-86e3-77cd5dcfaab8
Uslu, Aylin
95af2437-3473-4022-8070-ad7d36524a87
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Davies, David B.
675b90e6-0c3c-468b-9996-326220517cc6
Eaton, Robert J.
e274676b-0499-47e1-8dbb-8d1ed908cdea
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Kiliç, Adem
53892b58-c3f9-4894-bdf9-6be70ab7611e
Shaw, Robert A.
a9ecde60-6fe9-4b5d-86e3-77cd5dcfaab8
Uslu, Aylin
95af2437-3473-4022-8070-ad7d36524a87

Coles, Simon J., Davies, David B., Eaton, Robert J., Hursthouse, Michael B., Kiliç, Adem, Shaw, Robert A. and Uslu, Aylin (2004) Chiral configurations of spirane-bridged cyclotriphosphazenes. European Journal of Organic Chemistry, 2004 (9), 1881-1886. (doi:10.1002/ejoc.200400040).

Record type: Article

Abstract

The stereogenic properties of carbocyclic spiranes with two interlocking rings are well-established. Although some cyclophosphazene analogues of dispiranes have been reported, the molecules did not have any centres of chirality because they were symmetrically substituted. Linear tetra-spiranes, in which the two inner rings are carbocyclic and symmetrical and the two outer rings are unsymmetrically-substituted cyclotriphosphazenes, are expected to give rise to chiral molecules. We now report on the synthesis and ste-reogenic properties of the three structural types of pentaer-ythritol-bridged disubstituted cyclophosphazenes, which all have centres of chirality.

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More information

Published date: 26 April 2004
Keywords: chirality, cyclotriphosphazene derivatives, nmr spectroscopy, tetraspiranes, x-ray diffractionphosphorus-nitrogen compounds, hexachlorocyclotriphosphazatriene, phosphazenes

Identifiers

Local EPrints ID: 20170
URI: https://eprints.soton.ac.uk/id/eprint/20170
ISSN: 1434-193X
PURE UUID: ab741191-70a9-4b91-812e-359f7221166a
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

Catalogue record

Date deposited: 21 Feb 2006
Last modified: 06 Jun 2018 12:54

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Contributors

Author: Simon J. Coles ORCID iD
Author: David B. Davies
Author: Robert J. Eaton
Author: Adem Kiliç
Author: Robert A. Shaw
Author: Aylin Uslu

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