Isomerisierung und Ringinversion von Tribenzaspiro[5.5]undecaphanen
作者： Hildegard Keller , Christine Krieger , Elisabeth Langer , Harald Lehner
DOI: 10.1007/BF00903818
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摘要: For the two possible ring inversions in tribenzaspiro[5.5]undecaphanes—corresponding to isomerizations7→9 and9→7 resp.—no mutual influence is found. Thus degenerate isomerizations (“topomerizations”)7→7 and9→9 can proceedvia consecutive (non-concerted) reversals. A inversion path similar that for [2.2]metacyclophane (1) postulated. The considerable ease of isomerization of9 as compared to1 be understood on basis thermodynamic arguments.
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sci-hub.se 参考文章(13)
Claudia Glotzmann, Elisabeth Langer, Harald Lehner, Karl Schl�gl, Stereochemie planarchiraler Verbindungen, 6. Mitt.: Synthesen von 4,12- und 4,14-disubstituierten [2.2] Metacyclophanen Monatshefte Fur Chemie. ,vol. 106, pp. 763- 777 ,(1975) , 10.1007/BF00902182
Gottfried Schill, Catenanes, Rotaxanes, and Knots ,(2013)
J. J. Kirkland, Modern practice of liquid chromatography ,(1971)
D. Tavernier, M. Anteunis, N. Hosten, N.M.R. experiments on acetals. 42 (1). Coupled ring reversal in -1,5-dime-2,4-dioxaspiro[5.5]-Undecane. Tetrahedron Letters. ,vol. 14, pp. 75- 78 ,(1973) , 10.1016/S0040-4039(01)95581-9
Gerhard Binsch, Ernest L. Eliel, Horst Kessler, Eine Nomenklatur für intramolekulare Austauschprozesse Angewandte Chemie. ,vol. 83, pp. 618- 619 ,(1971) , 10.1002/ANGE.19710831608
W. Klyne, V. Prelog, Description of steric relationships across single bonds Cellular and Molecular Life Sciences. ,vol. 16, pp. 521- 523 ,(1960) , 10.1007/BF02158433
Kenzo Hirayama, Nomenclature of cyclophanes Tetrahedron Letters. ,vol. 13, pp. 2109- 2112 ,(1972) , 10.1016/S0040-4039(01)84780-8
Terrell L. Hill, Steric Effects. I. Van der Waals Potential Energy Curves The Journal of Chemical Physics. ,vol. 16, pp. 399- 404 ,(1948) , 10.1063/1.1746902
F. J. Koer, D. H. Faber, C. Altona, Conformation of non‐aromatic ring compounds ‐ 89 The conformation of 3‐(2,6‐dichlorophenyl)glutaric anhydride studied by dynamic proton magnetic resonance and empirical force field calculations Recueil des Travaux Chimiques des Pays-Bas. ,vol. 93, pp. 307- 311 ,(2010) , 10.1002/RECL.19740931202
Heinz W. Gschwend, 1-Hydroxy- and 1-oxo[2.2]metacyclophane. Optical resolution and ring rotation Journal of the American Chemical Society. ,vol. 94, pp. 8430- 8437 ,(1972) , 10.1021/JA00779A024