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(a) Gutsche, C. D. Calixarenes; The Royal Society of Chemistry: Cambridge, 1989.
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Mandolini, L., Ungaro, R., Eds.; Imperial College Press: London, and references therein
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(d) Calixarenes in Action; Mandolini, L., Ungaro, R., Eds.; Imperial College Press: London, 2000 and references therein.
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Anion receptor systems: (a) Beer, P. D.; Drew, M. G. B.; Hazlewood, C.; Hesek, D.; Hodacova, J.; Stokes, S. E. J. Chem. Soc., Chem. Commun. 1993, 229-231.
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Beer, P.D.1
Drew, M.G.B.2
Hazlewood, C.3
Hesek, D.4
Hodacova, J.5
Stokes, S.E.6
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Nam, K.C.4
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7
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(c) Atwood, J. L.; Steed, J. W.; Hancock, K. S. B.; Holman, K. T.; Staffilani, M.; Juneja, R. K.; Burkhalter, R. S. J. Am. Chem. Soc. 1997, 119, 6324-6335.
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Juneja, R.K.6
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(a) Mogck, O.; Paulus, E. F.; Böhmer, V.; Thondorf, I.; Vogt, W. Chem. Commun. 1996, 2533-2534.
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(e) Far, A. R.; Shivanyuk, A.; Rebek, J., Jr. J. Am. Chem. Soc. 2002, 124, 2854-2855.
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Rebek J., Jr.3
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(f) Corbellini, F.; Fiammengo, R.; Timmerman, P.; Crego-Calama, M.; Versluis, K.; Heck, A. J. R.; Luyten, I.; Reinhoudt, D. N. J. Am. Chem. Soc. 2002, 124, 6569-6575.
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Timmerman, P.3
Crego-Calama, M.4
Versluis, K.5
Heck, A.J.R.6
Luyten, I.7
Reinhoudt, D.N.8
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(a) Ferguson, G.; Gallagher, J. F.; Pappalardo, S. Acta Crystallogr. 1993, C49, 1537-1540.
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Acta Crystallogr.
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Ferguson, G.1
Gallagher, J.F.2
Pappalardo, S.3
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37049080701
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(b) Beer, P. D.; Drew, M. G. B.; Gale, P. A.; Leeson, P. B.; Ogden, M. I. J. Chem. Soc., Dalton Trans. 1994, 3479-3485.
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Drew, M.G.B.2
Gale, P.A.3
Leeson, P.B.4
Ogden, M.I.5
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16
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0028924920
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(c) Verboom, W.; Bodewes, P. J.; van Essen, G.; Timmerman, P.; van Hummel, G. J.; Harkema, S.; Reinhoudt, D. N. Tetrahedron 1995, 51, 499-512.
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Verboom, W.1
Bodewes, P.J.2
Van Essen, G.3
Timmerman, P.4
Van Hummel, G.J.5
Harkema, S.6
Reinhoudt, D.N.7
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(d) Pappalardo, S.; Petringa, A.; Parisi, M. F.; Ferguson, G. Tetrahedron Lett. 1996, 37, 3907-3910.
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Pappalardo, S.1
Petringa, A.2
Parisi, M.F.3
Ferguson, G.4
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18
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0001984365
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For illustrative examples of this interconversion, see: (a) Araki, K.; Iwamoto, K.; Shinkai, S.; Matsuda, T. Chem. Lett. 1989, 1747-1750.
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(b) Iwamoto, K.; Araki, K.; Shinkai, S. J. Org. Chem. 1991, 56, 4955-4962.
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0025782420
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(a) Iwamoto, K.; Araki, K.; Shinkai, S. Tetrahedron 1991, 47, 4325-4342.
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Iwamoto, K.1
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Shinkai, S.3
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21
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0025998223
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(b) Groenen, L. C.; Ruël, B. H. M.; Casnati, A.; Verboom, W.; Pochini, A.; Ungaro, R.; Reinhoudt, D. N. Tetrahedron 1991, 47, 8379-8384.
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Groenen, L.C.1
Ruël, B.H.M.2
Casnati, A.3
Verboom, W.4
Pochini, A.5
Ungaro, R.6
Reinhoudt, D.N.7
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22
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0026020331
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(c) Casnati, A.; Arduini, A.; Ghidini, E.; Pochini, A.; Ungaro, R. Tetrahedron 1991, 47, 2221-2228.
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Casnati, A.1
Arduini, A.2
Ghidini, E.3
Pochini, A.4
Ungaro, R.5
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23
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0000451225
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(a) Dijkstra, P. J.; Brunink, J. A. J.; Bugge, K.-E.; Reinhoudt, D. N.; Harkema, S.; Ungaro, R.; Ugozolli, F.; Ghidini, E. J. Am. Chem. Soc. 1989, 111, 7567-7575.
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J. Am. Chem. Soc.
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Dijkstra, P.J.1
Brunink, J.A.J.2
Bugge, K.-E.3
Reinhoudt, D.N.4
Harkema, S.5
Ungaro, R.6
Ugozolli, F.7
Ghidini, E.8
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24
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0001234932
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(b) van Loon, J. D.; Arduini, A.; Verboom, W.; Ungaro, R.; van Hummel, G. J.; Harkema, S.; Reinhoudt, D. N. Tetrahedron Lett. 1989, 30, 2681-2684.
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Tetrahedron Lett.
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Van Loon, J.D.1
Arduini, A.2
Verboom, W.3
Ungaro, R.4
Van Hummel, G.J.5
Harkema, S.6
Reinhoudt, D.N.7
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26
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0024834438
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(a) Bottino, F.; Giunta, L.; Pappalardo, S. J. Org. Chem. 1989, 54, 5407-5409.
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J. Org. Chem.
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Bottino, F.1
Giunta, L.2
Pappalardo, S.3
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27
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37049085023
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(b) Arduini, A.; Casnati, A.; Dodi, L.; Pochini, A.; Ungaro, R. J. Chem. Soc., Chem. Commun. 1990, 1597-1598.
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J. Chem. Soc., Chem. Commun.
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Arduini, A.1
Casnati, A.2
Dodi, L.3
Pochini, A.4
Ungaro, R.5
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28
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0025732504
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(c) Groenen, L. C.; Ruël, B. H. M.; Casnati, A.; Timmerman, P.; Verboom, W.; Harkema, S.; Pochini, A.; Ungaro, R.; Reinhoudt, D. N. Tetrahedron Lett. 1991, 32, 2675-2678.
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Groenen, L.C.1
Ruël, B.H.M.2
Casnati, A.3
Timmerman, P.4
Verboom, W.5
Harkema, S.6
Pochini, A.7
Ungaro, R.8
Reinhoudt, D.N.9
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29
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0000065213
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(d) Groenen, L. C.; van Loon, J.-D.; Verboom, W.; Harkema, S.; Casnati, A.; Ungaro, R.; Pochini, A.; Ugozolli, F.; Reinhoudt, D. N. J. Am. Chem. Soc. 1991, 113, 2385-2392.
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Groenen, L.C.1
Van Loon, J.-D.2
Verboom, W.3
Harkema, S.4
Casnati, A.5
Ungaro, R.6
Pochini, A.7
Ugozolli, F.8
Reinhoudt, D.N.9
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31
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0001355225
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Only two examples of hetero-1,2-dialkylation are known, though these compounds were obtained after several steps involving protection/ deprotection sequences: (a) Iwamoto, K.; Shimizu, H.; Araki, K.; Shinkai, S. J. Am. Chem. Soc. 1993, 115, 3997-4006.
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J. Am. Chem. Soc.
, vol.115
, pp. 3997-4006
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Iwamoto, K.1
Shimizu, H.2
Araki, K.3
Shinkai, S.4
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32
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0037147921
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(b) Narumi, F.; Morohashi, N.; Matsumura, N.; Iki, N.; Kameyama, H.; Miyano, S. Tetrahedron Lett. 2002, 43, 621-625.
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Tetrahedron Lett.
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Narumi, F.1
Morohashi, N.2
Matsumura, N.3
Iki, N.4
Kameyama, H.5
Miyano, S.6
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33
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0041616339
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Chawla, H. M.; Pathak, M. Bull. Soc. Chim. Fr. 1991, 128, 232-243. A partial cone isomer was suggested as the major product on the basis of the NMR spectrum.
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Bull. Soc. Chim. Fr.
, vol.128
, pp. 232-243
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Chawla, H.M.1
Pathak, M.2
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34
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0142174495
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note
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In our hands, at 1 M calixarene concentration (Chawla's conditions), a mixture of the symmetrical partial cone isomer 2 (49%), the asymmetric partial cone isomer 3 (26%), and the cone isomer (25%) in an 83% isolated yield was obtained.
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35
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49049122645
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u = up, d = down: Gutsche, C. D.; Dhawan, B.; Levine, J. A.; No, K. H.; Bauer, L. J. Tetrahedron 1983, 39, 409-426.
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(1983)
Tetrahedron
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Gutsche, C.D.1
Dhawan, B.2
Levine, J.A.3
No, K.H.4
Bauer, L.J.5
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36
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33751498991
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13C NMR constitutes a useful tool to determine the conformation of calixarenes: Jaime, C.; de Mendoza, J.; Prados, P.; Nieto, P. M.; Sánchez, C. J. Org. Chem. 1991, 56, 3372-3376.
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J. Org. Chem.
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Jaime, C.1
De Mendoza, J.2
Prados, P.3
Nieto, P.M.4
Sánchez, C.5
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37
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0034647536
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Santoyo-González, F.; Torres-Pinedo, A.; Sánchez-Ortega, A. J. Org. Chem. 2000, 65, 4409-4414.
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J. Org. Chem.
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Santoyo-González, F.1
Torres-Pinedo, A.2
Sánchez-Ortega, A.3
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38
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0142174496
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note
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Compound 8 was actually isolated as a mixture of a 1,3-alternate and a partial cone isomer, which could not be separated by crystallization or column chromatography.
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-
-
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39
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0035969007
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A 1,2-proximal dibenzoyl calix[4]arene has been reported: Dospil, G.; Schatz, J. Tetrahedron Lett. 2001, 42, 7837-7840. However, in these studies the syn conformer was employed.
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(2001)
Tetrahedron Lett.
, vol.42
, pp. 7837-7840
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Dospil, G.1
Schatz, J.2
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40
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0025782420
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Iwamoto, K.; Araki, K.; Shinkai, S. Tetrahedron 1991, 47, 4325-4342.
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(1991)
Tetrahedron
, vol.47
, pp. 4325-4342
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Iwamoto, K.1
Araki, K.2
Shinkai, S.3
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41
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0001459282
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See, K. A.; Fronczek, F. R.; Watson, W. A.; Kashyap, R. P.; Gutsche, C. D. J. Org. Chem. 1991, 56, 7256-7268.
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J. Org. Chem.
, vol.56
, pp. 7256-7268
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See, K.A.1
Fronczek, F.R.2
Watson, W.A.3
Kashyap, R.P.4
Gutsche, C.D.5
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