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Some preliminary results obtained in the course of this study have been reported in two previous communications: a) G. Cafeo, F. H. Kohnke, G. L. La Torre, A. J. P. White, D. J. Williams, Angew Chem. 2000, 112, 1556-1558; Angew. Chem. Int. Ed. 2000, 39, 1496-1498; b) G. Cafeo, F. H. Kohnke, G. L. La Torre, A. J. P. White, D. J. Williams, Chem. Commun. 2000, 1207-1208.
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Some preliminary results obtained in the course of this study have been reported in two previous communications: a) G. Cafeo, F. H. Kohnke, G. L. La Torre, A. J. P. White, D. J. Williams, Angew Chem. 2000, 112, 1556-1558; Angew. Chem. Int. Ed. 2000, 39, 1496-1498; b) G. Cafeo, F. H. Kohnke, G. L. La Torre, A. J. P. White, D. J. Williams, Chem. Commun. 2000, 1207-1208.
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Some preliminary results obtained in the course of this study have been reported in two previous communications: a) G. Cafeo, F. H. Kohnke, G. L. La Torre, A. J. P. White, D. J. Williams, Angew Chem. 2000, 112, 1556-1558; Angew. Chem. Int. Ed. 2000, 39, 1496-1498; b) G. Cafeo, F. H. Kohnke, G. L. La Torre, A. J. P. White, D. J. Williams, Chem. Commun. 2000, 1207-1208.
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Recently an alternative approach to the synthesis of some large "hybrid" calix[n]furan[m]pyrrole has been reported: a) Y. S. Jang, H. J. Kim, P. H. Lee, C. H. Lee, Tetrahedron Lett. 2000, 41, 2919-2923; b) N. Arumugam, Y. S. Jang, C. H. Lee. Org. Lett. 2000, 2, 3115-3117.
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Recently an alternative approach to the synthesis of some large "hybrid" calix[n]furan[m]pyrrole has been reported: a) Y. S. Jang, H. J. Kim, P. H. Lee, C. H. Lee, Tetrahedron Lett. 2000, 41, 2919-2923; b) N. Arumugam, Y. S. Jang, C. H. Lee. Org. Lett. 2000, 2, 3115-3117.
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The x-ray crystal structure of the dodecaketone 5 has been determined and it will be included as part of a forthcoming paper on the use of this compound as a precursor of novel heterocyclophanes.
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For a review on the use of NMR methods in the evaluation of association constants see: a) L. Fielding, Tetrahedron 2000, 56, 6151-6170; b) R. S. Macomber, J. Educ. Chem. 1992, 69, 375-378, and references therein.
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For a review on the use of NMR methods in the evaluation of association constants see: a) L. Fielding, Tetrahedron 2000, 56, 6151-6170; b) R. S. Macomber, J. Educ. Chem. 1992, 69, 375-378, and references therein.
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We thank Professor M. J. Hynes for providing us with the updated version of EQNMR for Windows®
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85000340247
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note
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Calix[6]pyrrole 2, calix[3]furan[3]pyrrole 12, calix[2]furan[4]pyrrole 13, and calix[1]furan[5]pyrrole 14, are all insoluble in water.
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85000315736
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note
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This lack of ability of meso-dodecamethylcalix[6]pyrrole 2 to bind iodide suggests that the significant complexing ability of the 1,1,3,3,5,5-meso-hexaphenyl-2,2,4,4,6,6-meso-hexamethylcalix[6]pyr-role described by Eichen (see reft [10b]) towards this anion is essentially due to the presence of the phenyl groups.
-
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68
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0034617156
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This unusual coupling between the NH protons in the host and the fluoride guest has been previously observed: a) at low temperatures for calix[4]pyrrole 1 (ref. [3c]); and b) in meso-aryl substituted calix[4]pyrroles: S. Camiolo, P. A. Gale, Chem. Commun. 2000. 1129-1130.
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Camiolo, S.1
Gale, P.A.2
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69
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0000758393
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P. Seller, M. Dobler, J. D. Dunitz, Acta Crystallogr., Sect. B 1974, 30. 2744.
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(1974)
Acta Crystallogr., Sect. B
, vol.30
, pp. 2744
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Seller, P.1
Dobler, M.2
Dunitz, J.D.3
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70
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0033591695
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For a recent related example of a salt made up by "superanions" and "supercations" see: A. Drljaca, M. J. Hardie, J. A. Johnson, C. L. Raston, H. R. Webb, Chem. Commun. 1999, 1135-1136.
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(1999)
Chem. Commun.
, pp. 1135-1136
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Drljaca, A.1
Hardie, M.J.2
Johnson, J.A.3
Raston, C.L.4
Webb, H.R.5
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71
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0033544362
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The presence of just two pyrrole NH units placed more closely than in 12 has, however, been shown to bind fluoride: C.B. Black, B. Andrioletti, A. C. Try, C. Ruipirez, J. L. Sessler, J. Am. Chem. Soc. 1999, 121, 10438-10439.
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(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 10438-10439
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Black, C.B.1
Andrioletti, B.2
Try, A.C.3
Ruipirez, C.4
Sessler, J.L.5
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