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Chiral Configurations of Spirane‐Bridged Cyclotriphosphazenes
Author(s) -
Coles Simon J.,
Davies David B.,
Eaton Robert J.,
Hursthouse Michael B.,
Kılıç Adem,
Shaw Robert A.,
Uslu Aylin
Publication year - 2004
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200400040
Subject(s) - stereocenter , chirality (physics) , chemistry , pentaerythritol , stereochemistry , molecule , planar chirality , enantioselective synthesis , organic chemistry , chiral symmetry , catalysis , physics , fire retardant , quantum mechanics , quark , nambu–jona lasinio model
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 tetraspiranes, 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 stereogenic properties of the three structural types of pentaerythritol‐bridged disubstituted cyclophosphazenes, which all have centres of chirality. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)