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58649089195
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Z. Pechlivanidis, H. Hopf, L. Ernst, Eur. J. Org. Chem. 2008, 000-000, preceding paper.
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Z. Pechlivanidis, H. Hopf, L. Ernst, Eur. J. Org. Chem. 2008, 000-000, preceding paper.
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2
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34250306670
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L. Bondarenko, S. Hentschel, H. Greiving, J. Grunenberg, H. Hopf, P. G. Jones, L. Ernst, Chem. Eur. J. 2007, 13, 3950-3963.
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Bondarenko, L.1
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Greiving, H.3
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Hopf, H.5
Jones, P.G.6
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K.-L. Noble, H. Hopf, L. Ernst, Chem. Ber. 1984, 117, 455-473.
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Noble, K.-L.1
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0007827902
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D. J. Cram, W. J. Waechter, R. W. Kierstead, J. Am. Chem. Soc. 1958, 80, 3126-3133;
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J. Am. Chem. Soc
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Cram, D.J.1
Waechter, W.J.2
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6
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0002605142
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Eds, P. M. Keehn, S. M. Rosenfeld, Academic Press, New York
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D. J. Cram in Cyclophanes (Eds.: P. M. Keehn, S. M. Rosenfeld), Academic Press, New York, 1983, vol. 1, pp. 1-21.
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Cyclophanes
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Cram, D.J.1
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7
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58649094475
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D. Stalke, private communication. H. Hope, J. Bernstein, K. N. Trueblood, Acta Crystallogr., Sect. B 1972, 28, 1733-1744.
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D. Stalke, private communication. H. Hope, J. Bernstein, K. N. Trueblood, Acta Crystallogr., Sect. B 1972, 28, 1733-1744.
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8
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84889814607
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P. G. Jones, H. Hopf, Z. Pechlivanidis, R. Boese, Zeitschr. Krist. 1994, 209, 673-676.
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Zeitschr. Krist
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Jones, P.G.1
Hopf, H.2
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9
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84990276301
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P. G. Jones, Z. Pechlivanidis, H. Hopf, Z. Naturforsch., Teil B 1989, 44, 680-683.
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Z. Naturforsch., Teil B
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Jones, P.G.1
Pechlivanidis, Z.2
Hopf, H.3
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11
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58649098003
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The calculations were carried out by employing the M05-2X functional and the 6-311+G(d,p) basis set.
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The calculations were carried out by employing the M05-2X functional and the 6-311+G(d,p) basis set.
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13
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58649122935
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The acetylation of 10 was first studied by Cram and Sheehan who obtained 18 in a yield of 51% at room temperature: D. J. Cram, M. Sheehan, J. Am. Chem. Soc. 1969, 91, 3544-3552.
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The acetylation of 10 was first studied by Cram and Sheehan who obtained 18 in a yield of 51% at room temperature: D. J. Cram, M. Sheehan, J. Am. Chem. Soc. 1969, 91, 3544-3552.
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14
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0007835426
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The acetylation of 12 has also already been studied by Cram and Kierstead who reported a yield of 88% for 21 when the reaction was carried out at room temp. for 70 min: D. J. Cram, R. W. Kierstead, J. Am. Chem. Soc. 1955, 77, 1186-1190. Our results are given in the table in Scheme 2 to allow a better comparison of the acetylation experiments. In numerous studies we have noted that Friedel-Crafts acylation with acetyl chloride/aluminum trichloride strongly depends on the quality and amount of the catalyst as well as on the reaction conditions (solvent, reaction time, temperature). However, both the original results and our experiments clearly show decreasing reactivity on going from 7 to 12.
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The acetylation of 12 has also already been studied by Cram and Kierstead who reported a yield of 88% for 21 when the reaction was carried out at room temp. for 70 min: D. J. Cram, R. W. Kierstead, J. Am. Chem. Soc. 1955, 77, 1186-1190. Our results are given in the table in Scheme 2 to allow a better comparison of the acetylation experiments. In numerous studies we have noted that Friedel-Crafts acylation with acetyl chloride/aluminum trichloride strongly depends on the quality and amount of the catalyst as well as on the reaction conditions (solvent, reaction time, temperature). However, both the original results and our experiments clearly show decreasing reactivity on going from 7 to 12.
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15
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58649086989
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More examples of this deshielding effect of bridge protons by functional groups anchored in a neighboring aromatic position are reported in B. Kaiser, Ph. D. Thesis, Technische Universität Braunschweig, 1993
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More examples of this deshielding effect of bridge protons by functional groups anchored in a neighboring aromatic position are reported in B. Kaiser, Ph. D. Thesis, Technische Universität Braunschweig, 1993.
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16
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58649099448
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Diploma Thesis, Technische Universität Braunschweig
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Z. Pechlivanidis, Diploma Thesis, Technische Universität Braunschweig, 1989.
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(1989)
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Pechlivanidis, Z.1
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18
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0344104554
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T. Otsubo, H. Horita, Y. Koizumi, S. Misumi, Bull. Chem. Soc. Jpn. 1980, 53, 1677-1682.
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0000251125
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Y. Sekine, M. Brown, V. Boekelheide, J. Am. Chem. Soc. 1979, 101, 3126-3127.
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Brown, M.2
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Y. Sakamoto, N. Miyoshi, M. Hirakida, S. Kusumoto, H. Kawase, J. M. Rudzinski, T. Shinmyozu, J. Am. Chem. Soc. 1996, 118, 12267-12275.
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Sakamoto, Y.1
Miyoshi, N.2
Hirakida, M.3
Kusumoto, S.4
Kawase, H.5
Rudzinski, J.M.6
Shinmyozu, T.7
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23
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33645677074
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For a review of superphanes, see:, Eds, R. Gleiter, H. Hopf, Wiley-VCH, Weinheim, chapter 4, pp
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For a review of superphanes, see: R. Gleiter, R. Roers in, Modern Cyclophane Chemistry (Eds.: R. Gleiter, H. Hopf), Wiley-VCH, Weinheim, 2004, chapter 4, pp. 105-129.
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Modern Cyclophane Chemistry
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Gleiter, R.1
Roers, R.2
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24
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0005571208
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For a review of multibridged cyclophanes, see:, Eds, P. M. Keehn, S. M. Rosenfeld, Academic Press, New York, chapter 9, pp
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For a review of multibridged cyclophanes, see: H. Hopf in Cyclophanes (Eds.: P. M. Keehn, S. M. Rosenfeld), Academic Press, New York, 1983, chapter 9, pp. 521-572.
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Cyclophanes
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Hopf, H.1
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27
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58649106047
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unpublished results
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L. Ernst, 1988, unpublished results.
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Ernst, L.1
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28
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58649084186
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L. Ernst, Liebigs Ann. 1995, 13-16; Correction: Liebigs Ann. 1996, 153.
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L. Ernst, Liebigs Ann. 1995, 13-16; Correction: Liebigs Ann. 1996, 153.
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29
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58649085734
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MMX87, Serena Software, Box 3076, Bloomington, IN 47402, USA, 1987.
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MMX87, Serena Software, Box 3076, Bloomington, IN 47402, USA, 1987.
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30
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20444483055
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C. A. G. Haasnoot, F. A. A. M. De Leeuw, C. Altona, Tetrahedron 1980, 36, 2783-2792.
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H. A. Staab, R. Hinz, G. H. Knaus, C. Krieger, Chem. Ber. 1983, 116, 2835-2847.
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