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ToolsSaid, M. A., Ali, A. A.-S. and Hughes, David (2015) A new route for the synthesis of phosphate esters: 2,2'-[benzene-1,2-diylbis(oxy)]bis(5,5-dimethyl-1,3,2-dioxaphosphinane) 2,2'-dioxide. Acta Crystallographica Section C, 71. pp. 1037-1041. ISSN 1600-5759
Full text not available from this repository. (Request a copy)Abstract
Podand-type ligands are an interesting class of acyclic ligands which can form host-guest complexes with many transition metals and can undergo conformational changes. Organic phosphates are components of many biological molecules. A new route for the synthesis of phosphate esters with a retained six-membered ring has been used to prepare 2,2'-[benzene-1,2-diylbis(oxy)]bis(5,5-dimethyl-1,3,2-dioxaphosphinane) 2,2'-dioxide, C6H4{O[cyclo-P(O)OCH2CMe2CH2O]}2 or C16H24O8P2, (1), 2-[(2'-hydroxybiphenyl-2-yl)oxy]-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide, [cyclo-P(O)OCH2CMe2CH2O](2,2'-OC6H4-C6H4OH), (2), and oxybis(5,5-dimethyl-1,3,2-dioxaphosphinane) 2,2'-dioxide, O[cyclo-P(O)OCH2CMe2CH2O]2, (3). Compound (1) is novel, whereas the results for compounds (2) and (3) have been reported previously, but we record here our results for compound (3), which we find are more precise and accurate than those currently reported in the literature. In (1), two cyclo-P(O)OCH2CMe2CH2O groups are linked through a catechol group. The conformations about the two catechol O atoms are quite different, viz. one C-C-O-P torsion angle is -169.11 (11)° and indicates a trans arrangement, whereas the other C-C-O-P torsion angle is 92.48 (16)°, showing a gauche conformation. Both six-membered POCCCO rings have good chair-shape conformations. In both the trans and gauche conformations, the catechol O atoms are in the axial sites and the short P=O bonds are equatorially bound.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | podand-type ligands,1,3,2-dioxaphosphinane,phosphate ester,crystal structure ,n-chlorodiisopropylamine (ncda) |
| Faculty \ School: | Faculty of Science > School of Chemistry |
| Depositing User: | Pure Connector |
| Date Deposited: | 12 Jan 2016 13:00 |
| Last Modified: | 22 Oct 2022 00:32 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/56230 |
| DOI: | 10.1107/S205322961502015X |
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