@article{216fe006f886427db1d13ecda77abf31,
title = "Complexation of diquat and paraquat by macrocyclic polyethers incorporating two dibydroxynaphthalene residues",
abstract = "NMR Spectroscopy and FAB mass spectrometry demonstrate that the 38-crown-10 (1/5DN38C10) and 35-crown-9 (1/5DN35C9) ethers incorporating two 1,5-di-naphtho units form 1:1 complexes with the Paraquat [PQT]2+ and Diquat [DQT]2+ dications in solution. In the solid state, the [PQT.1/5DN38C10]2+ complex is stabilised by face-to-face (π/π charge transfer) interactions between the naphtho and bipyridinium rings, whereas the free 1/5DN35C9 receptor features a classic edge-to-face (Hδ+/π electrostatic) interaction between its two naphtho rings.",
author = "Ashtona, {Peter R.} and Chrystal, {Ewan J T} and Mathias, {John P.} and Parry, {Keith P.} and Slawin, {Alexandra M Z} and Neil Spencer and Stoddart, {J. Fraser} and Williams, {David J.}",
note = "Funding Information: 1070. 6. This edge-to-face stacking of aromatic rings is a well-known phenomenon in the case of benzo ring systems (S.K. Burley and G.A. Petsko, Science, 1985, 229, 23; J. Amer. Chem. Sot., 1986, 108, 7995) and has been observed (ref 5) in the solid state structure of BPP25C7. 7. For a recently-reported synthetic receptor (for nucleotide base recognition) incorporating 2,7-naphthalene diol, see A.D. Hamilton D. Van Engen, J. Amer. &em. 1987, 109, 5035. 8. H-M. Colquhoun, E.P. Goodings, J.M. Maud, Stoddart, J.B. Wolstenholme, D.J. Williams, J. Chem. SOP.. Perkin Trans. 1985, 607 references therein. 9. The research described in communication was supported by the A.F.R.C. United Kingdom. We thank Leverhulme for the award of a Research",
year = "1987",
doi = "10.1016/S0040-4039(01)91375-9",
language = "English (US)",
volume = "28",
pages = "6367--6370",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "50",
}