메뉴 건너뛰기




Volumn 36, Issue 4, 2000, Pages 473-478

A facile method of synthesis of a calix[4]arene amide and the crystal structure of a self-assembled calix[4]arene amide via Van Der Waals interaction

Author keywords

Aminolysis; Calix 4 arene amide; Self assembly; X ray crystal structure

Indexed keywords


EID: 0034165071     PISSN: 09230750     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1008161320091     Document Type: Article
Times cited : (5)

References (29)
  • 1
    • 0025668818 scopus 로고
    • 1. J. M. Lehn: Angew. Chem. 29, 1304 (1990); G. M. Whitesides, J. P. Mathias, and C. T. Seto: Science 254, 1312 (1991); D. Philp and J. F. Stoddart: Angew. Chem., Int. Ed. Engl. 35, 1154 (1996).
    • (1990) Angew. Chem. , vol.29 , pp. 1304
    • Lehn, J.M.1
  • 2
    • 0026433721 scopus 로고
    • 1. J. M. Lehn: Angew. Chem. 29, 1304 (1990); G. M. Whitesides, J. P. Mathias, and C. T. Seto: Science 254, 1312 (1991); D. Philp and J. F. Stoddart: Angew. Chem., Int. Ed. Engl. 35, 1154 (1996).
    • (1991) Science , vol.254 , pp. 1312
    • Whitesides, G.M.1    Mathias, J.P.2    Seto, C.T.3
  • 3
    • 0029811409 scopus 로고    scopus 로고
    • 1. J. M. Lehn: Angew. Chem. 29, 1304 (1990); G. M. Whitesides, J. P. Mathias, and C. T. Seto: Science 254, 1312 (1991); D. Philp and J. F. Stoddart: Angew. Chem., Int. Ed. Engl. 35, 1154 (1996).
    • (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 1154
    • Philp, D.1    Stoddart, J.F.2
  • 4
    • 0000114978 scopus 로고    scopus 로고
    • 2. M. Nishio and M. Hirota: Tetrahedron 45, 7201 (1989); K. Kobayashi, Y. Asakawa, Y. Kikuchi, H. Toi, and Y. Aoyama: J. Am. Chem. Soc. 115, 2648 (1993); A. Ikeda and S. Shinkai: J. Am. Chem. Soc. 116, 3102 (1994); K. N. Koh, K. Araki, A. Ikeda, H. Otsuka, and S. Shinkai: J. Am. Chem.Soc. 118, 755 (1996); Y. Kikuchi and Y. Aoyama: Bull. Chem. Soc. Jpn. 69, 69 (1996).
    • (1989) Tetrahedron , vol.45 , pp. 7201
    • Nishio, M.1    Hirota, M.2
  • 5
    • 0000136276 scopus 로고
    • 2. M. Nishio and M. Hirota: Tetrahedron 45, 7201 (1989); K. Kobayashi, Y. Asakawa, Y. Kikuchi, H. Toi, and Y. Aoyama: J. Am. Chem. Soc. 115, 2648 (1993); A. Ikeda and S. Shinkai: J. Am. Chem. Soc. 116, 3102 (1994); K. N. Koh, K. Araki, A. Ikeda, H. Otsuka, and S. Shinkai: J. Am. Chem.Soc. 118, 755 (1996); Y. Kikuchi and Y. Aoyama: Bull. Chem. Soc. Jpn. 69, 69 (1996).
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 2648
    • Kobayashi, K.1    Asakawa, Y.2    Kikuchi, Y.3    Toi, H.4    Aoyama, Y.5
  • 6
    • 0345598322 scopus 로고
    • 2. M. Nishio and M. Hirota: Tetrahedron 45, 7201 (1989); K. Kobayashi, Y. Asakawa, Y. Kikuchi, H. Toi, and Y. Aoyama: J. Am. Chem. Soc. 115, 2648 (1993); A. Ikeda and S. Shinkai: J. Am. Chem. Soc. 116, 3102 (1994); K. N. Koh, K. Araki, A. Ikeda, H. Otsuka, and S. Shinkai: J. Am. Chem.Soc. 118, 755 (1996); Y. Kikuchi and Y. Aoyama: Bull. Chem. Soc. Jpn. 69, 69 (1996).
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 3102
    • Ikeda, A.1    Shinkai, S.2
  • 7
    • 0345200575 scopus 로고    scopus 로고
    • 2. M. Nishio and M. Hirota: Tetrahedron 45, 7201 (1989); K. Kobayashi, Y. Asakawa, Y. Kikuchi, H. Toi, and Y. Aoyama: J. Am. Chem. Soc. 115, 2648 (1993); A. Ikeda and S. Shinkai: J. Am. Chem. Soc. 116, 3102 (1994); K. N. Koh, K. Araki, A. Ikeda, H. Otsuka, and S. Shinkai: J. Am. Chem.Soc. 118, 755 (1996); Y. Kikuchi and Y. Aoyama: Bull. Chem. Soc. Jpn. 69, 69 (1996).
    • (1996) J. Am. Chem.soc. , vol.118 , pp. 755
    • Koh, K.N.1    Araki, K.2    Ikeda, A.3    Otsuka, H.4    Shinkai, S.5
  • 8
    • 0000114978 scopus 로고    scopus 로고
    • 2. M. Nishio and M. Hirota: Tetrahedron 45, 7201 (1989); K. Kobayashi, Y. Asakawa, Y. Kikuchi, H. Toi, and Y. Aoyama: J. Am. Chem. Soc. 115, 2648 (1993); A. Ikeda and S. Shinkai: J. Am. Chem. Soc. 116, 3102 (1994); K. N. Koh, K. Araki, A. Ikeda, H. Otsuka, and S. Shinkai: J. Am. Chem.Soc. 118, 755 (1996); Y. Kikuchi and Y. Aoyama: Bull. Chem. Soc. Jpn. 69, 69 (1996).
    • (1996) Bull. Chem. Soc. Jpn. , vol.69 , pp. 69
    • Kikuchi, Y.1    Aoyama, Y.2
  • 9
    • 0026656102 scopus 로고
    • 3. J.-D. van Loon, R. G. Jansen, W. Verboom, and D. N. Reinhoudt: Tetrahedron Lett. 33, 5125 (1992); K. Koh, K. Araki, and S. Shinkai: Tetrahedron Lett. 35, 8255 (1994); J. Scheerder, R. H. Vreekamp, J. F. J. Engbersen, W. Verboom, J. P. M. van Duynhoven, and D. N. Reinhoudt: J. Org. Chem. 61, 3476 (1996); R. H. Vreekamp, W. Verboom, and D. N. Reinhoudt: Angew. Chem., Int. Ed. Engl. 35, 1215 (1996): O. Mogck, V. Bohmer, and W. Vogt: Tetrahedron 52, 8489 (1996); B. C. Hamann, K. Shimizu, and J. Rebek Jr.: Angew. Chem., Int. Ed. Engl. 35, 1326 (1996): R. K. Castellano, D. M. Rudkevich, and J. Rebek Jr.: J. Am. Chem. Soc. 118, 10002 (1996); O. Mogck, M. Pons, V. Bohmer, and W. Vogt: J. Am. Chem. Soc. 119, 5706 (1997); L. R. MacGillivray and J. L. Atwood: J. Am. Chem. 119, 6931 (1997).
    • (1992) Tetrahedron Lett. , vol.33 , pp. 5125
    • Van Loon, J.-D.1    Jansen, R.G.2    Verboom, W.3    Reinhoudt, D.N.4
  • 10
    • 0028126723 scopus 로고
    • 3. J.-D. van Loon, R. G. Jansen, W. Verboom, and D. N. Reinhoudt: Tetrahedron Lett. 33, 5125 (1992); K. Koh, K. Araki, and S. Shinkai: Tetrahedron Lett. 35, 8255 (1994); J. Scheerder, R. H. Vreekamp, J. F. J. Engbersen, W. Verboom, J. P. M. van Duynhoven, and D. N. Reinhoudt: J. Org. Chem. 61, 3476 (1996); R. H. Vreekamp, W. Verboom, and D. N. Reinhoudt: Angew. Chem., Int. Ed. Engl. 35, 1215 (1996): O. Mogck, V. Bohmer, and W. Vogt: Tetrahedron 52, 8489 (1996); B. C. Hamann, K. Shimizu, and J. Rebek Jr.: Angew. Chem., Int. Ed. Engl. 35, 1326 (1996): R. K. Castellano, D. M. Rudkevich, and J. Rebek Jr.: J. Am. Chem. Soc. 118, 10002 (1996); O. Mogck, M. Pons, V. Bohmer, and W. Vogt: J. Am. Chem. Soc. 119, 5706 (1997); L. R. MacGillivray and J. L. Atwood: J. Am. Chem. 119, 6931 (1997).
    • (1994) Tetrahedron Lett. , vol.35 , pp. 8255
    • Koh, K.1    Araki, K.2    Shinkai, S.3
  • 11
    • 0001698343 scopus 로고    scopus 로고
    • 3. J.-D. van Loon, R. G. Jansen, W. Verboom, and D. N. Reinhoudt: Tetrahedron Lett. 33, 5125 (1992); K. Koh, K. Araki, and S. Shinkai: Tetrahedron Lett. 35, 8255 (1994); J. Scheerder, R. H. Vreekamp, J. F. J. Engbersen, W. Verboom, J. P. M. van Duynhoven, and D. N. Reinhoudt: J. Org. Chem. 61, 3476 (1996); R. H. Vreekamp, W. Verboom, and D. N. Reinhoudt: Angew. Chem., Int. Ed. Engl. 35, 1215 (1996): O. Mogck, V. Bohmer, and W. Vogt: Tetrahedron 52, 8489 (1996); B. C. Hamann, K. Shimizu, and J. Rebek Jr.: Angew. Chem., Int. Ed. Engl. 35, 1326 (1996): R. K. Castellano, D. M. Rudkevich, and J. Rebek Jr.: J. Am. Chem. Soc. 118, 10002 (1996); O. Mogck, M. Pons, V. Bohmer, and W. Vogt: J. Am. Chem. Soc. 119, 5706 (1997); L. R. MacGillivray and J. L. Atwood: J. Am. Chem. 119, 6931 (1997).
    • (1996) J. Org. Chem. , vol.61 , pp. 3476
    • Scheerder, J.1    Vreekamp, R.H.2    Engbersen, J.F.J.3    Verboom, W.4    Van Duynhoven, J.P.M.5    Reinhoudt, D.N.6
  • 12
    • 0029791247 scopus 로고    scopus 로고
    • 3. J.-D. van Loon, R. G. Jansen, W. Verboom, and D. N. Reinhoudt: Tetrahedron Lett. 33, 5125 (1992); K. Koh, K. Araki, and S. Shinkai: Tetrahedron Lett. 35, 8255 (1994); J. Scheerder, R. H. Vreekamp, J. F. J. Engbersen, W. Verboom, J. P. M. van Duynhoven, and D. N. Reinhoudt: J. Org. Chem. 61, 3476 (1996); R. H. Vreekamp, W. Verboom, and D. N. Reinhoudt: Angew. Chem., Int. Ed. Engl. 35, 1215 (1996): O. Mogck, V. Bohmer, and W. Vogt: Tetrahedron 52, 8489 (1996); B. C. Hamann, K. Shimizu, and J. Rebek Jr.: Angew. Chem., Int. Ed. Engl. 35, 1326 (1996): R. K. Castellano, D. M. Rudkevich, and J. Rebek Jr.: J. Am. Chem. Soc. 118, 10002 (1996); O. Mogck, M. Pons, V. Bohmer, and W. Vogt: J. Am. Chem. Soc. 119, 5706 (1997); L. R. MacGillivray and J. L. Atwood: J. Am. Chem. 119, 6931 (1997).
    • (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 1215
    • Vreekamp, R.H.1    Verboom, W.2    Reinhoudt, D.N.3
  • 13
    • 0002395534 scopus 로고    scopus 로고
    • 3. J.-D. van Loon, R. G. Jansen, W. Verboom, and D. N. Reinhoudt: Tetrahedron Lett. 33, 5125 (1992); K. Koh, K. Araki, and S. Shinkai: Tetrahedron Lett. 35, 8255 (1994); J. Scheerder, R. H. Vreekamp, J. F. J. Engbersen, W. Verboom, J. P. M. van Duynhoven, and D. N. Reinhoudt: J. Org. Chem. 61, 3476 (1996); R. H. Vreekamp, W. Verboom, and D. N. Reinhoudt: Angew. Chem., Int. Ed. Engl. 35, 1215 (1996): O. Mogck, V. Bohmer, and W. Vogt: Tetrahedron 52, 8489 (1996); B. C. Hamann, K. Shimizu, and J. Rebek Jr.: Angew. Chem., Int. Ed. Engl. 35, 1326 (1996): R. K. Castellano, D. M. Rudkevich, and J. Rebek Jr.: J. Am. Chem. Soc. 118, 10002 (1996); O. Mogck, M. Pons, V. Bohmer, and W. Vogt: J. Am. Chem. Soc. 119, 5706 (1997); L. R. MacGillivray and J. L. Atwood: J. Am. Chem. 119, 6931 (1997).
    • (1996) Tetrahedron , vol.52 , pp. 8489
    • Mogck, O.1    Bohmer, V.2    Vogt, W.3
  • 14
    • 0029838574 scopus 로고    scopus 로고
    • 3. J.-D. van Loon, R. G. Jansen, W. Verboom, and D. N. Reinhoudt: Tetrahedron Lett. 33, 5125 (1992); K. Koh, K. Araki, and S. Shinkai: Tetrahedron Lett. 35, 8255 (1994); J. Scheerder, R. H. Vreekamp, J. F. J. Engbersen, W. Verboom, J. P. M. van Duynhoven, and D. N. Reinhoudt: J. Org. Chem. 61, 3476 (1996); R. H. Vreekamp, W. Verboom, and D. N. Reinhoudt: Angew. Chem., Int. Ed. Engl. 35, 1215 (1996): O. Mogck, V. Bohmer, and W. Vogt: Tetrahedron 52, 8489 (1996); B. C. Hamann, K. Shimizu, and J. Rebek Jr.: Angew. Chem., Int. Ed. Engl. 35, 1326 (1996): R. K. Castellano, D. M. Rudkevich, and J. Rebek Jr.: J. Am. Chem. Soc. 118, 10002 (1996); O. Mogck, M. Pons, V. Bohmer, and W. Vogt: J. Am. Chem. Soc. 119, 5706 (1997); L. R. MacGillivray and J. L. Atwood: J. Am. Chem. 119, 6931 (1997).
    • (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 1326
    • Hamann, B.C.1    Shimizu, K.2    Rebek J., Jr.3
  • 15
    • 0029859437 scopus 로고    scopus 로고
    • 3. J.-D. van Loon, R. G. Jansen, W. Verboom, and D. N. Reinhoudt: Tetrahedron Lett. 33, 5125 (1992); K. Koh, K. Araki, and S. Shinkai: Tetrahedron Lett. 35, 8255 (1994); J. Scheerder, R. H. Vreekamp, J. F. J. Engbersen, W. Verboom, J. P. M. van Duynhoven, and D. N. Reinhoudt: J. Org. Chem. 61, 3476 (1996); R. H. Vreekamp, W. Verboom, and D. N. Reinhoudt: Angew. Chem., Int. Ed. Engl. 35, 1215 (1996): O. Mogck, V. Bohmer, and W. Vogt: Tetrahedron 52, 8489 (1996); B. C. Hamann, K. Shimizu, and J. Rebek Jr.: Angew. Chem., Int. Ed. Engl. 35, 1326 (1996): R. K. Castellano, D. M. Rudkevich, and J. Rebek Jr.: J. Am. Chem. Soc. 118, 10002 (1996); O. Mogck, M. Pons, V. Bohmer, and W. Vogt: J. Am. Chem. Soc. 119, 5706 (1997); L. R. MacGillivray and J. L. Atwood: J. Am. Chem. 119, 6931 (1997).
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 10002
    • Castellano, R.K.1    Rudkevich, D.M.2    Rebek J., Jr.3
  • 16
    • 0030818032 scopus 로고    scopus 로고
    • 3. J.-D. van Loon, R. G. Jansen, W. Verboom, and D. N. Reinhoudt: Tetrahedron Lett. 33, 5125 (1992); K. Koh, K. Araki, and S. Shinkai: Tetrahedron Lett. 35, 8255 (1994); J. Scheerder, R. H. Vreekamp, J. F. J. Engbersen, W. Verboom, J. P. M. van Duynhoven, and D. N. Reinhoudt: J. Org. Chem. 61, 3476 (1996); R. H. Vreekamp, W. Verboom, and D. N. Reinhoudt: Angew. Chem., Int. Ed. Engl. 35, 1215 (1996): O. Mogck, V. Bohmer, and W. Vogt: Tetrahedron 52, 8489 (1996); B. C. Hamann, K. Shimizu, and J. Rebek Jr.: Angew. Chem., Int. Ed. Engl. 35, 1326 (1996): R. K. Castellano, D. M. Rudkevich, and J. Rebek Jr.: J. Am. Chem. Soc. 118, 10002 (1996); O. Mogck, M. Pons, V. Bohmer, and W. Vogt: J. Am. Chem. Soc. 119, 5706 (1997); L. R. MacGillivray and J. L. Atwood: J. Am. Chem. 119, 6931 (1997).
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 5706
    • Mogck, O.1    Pons, M.2    Bohmer, V.3    Vogt, W.4
  • 17
    • 0030846405 scopus 로고    scopus 로고
    • 3. J.-D. van Loon, R. G. Jansen, W. Verboom, and D. N. Reinhoudt: Tetrahedron Lett. 33, 5125 (1992); K. Koh, K. Araki, and S. Shinkai: Tetrahedron Lett. 35, 8255 (1994); J. Scheerder, R. H. Vreekamp, J. F. J. Engbersen, W. Verboom, J. P. M. van Duynhoven, and D. N. Reinhoudt: J. Org. Chem. 61, 3476 (1996); R. H. Vreekamp, W. Verboom, and D. N. Reinhoudt: Angew. Chem., Int. Ed. Engl. 35, 1215 (1996): O. Mogck, V. Bohmer, and W. Vogt: Tetrahedron 52, 8489 (1996); B. C. Hamann, K. Shimizu, and J. Rebek Jr.: Angew. Chem., Int. Ed. Engl. 35, 1326 (1996): R. K. Castellano, D. M. Rudkevich, and J. Rebek Jr.: J. Am. Chem. Soc. 118, 10002 (1996); O. Mogck, M. Pons, V. Bohmer, and W. Vogt: J. Am. Chem. Soc. 119, 5706 (1997); L. R. MacGillivray and J. L. Atwood: J. Am. Chem. 119, 6931 (1997).
    • (1997) J. Am. Chem. , vol.119 , pp. 6931
    • MacGillivray, L.R.1    Atwood, J.L.2
  • 18
    • 37049075765 scopus 로고
    • 4. (a) S. K. Chang and I. J. Cho: J. Chem. Soc., Perkin Trans. I, 211 (1986); A. Arduini, A. Pichini, S. Reverbreri, R. Ungaro, G. D. Ardreetti, and F. Ugozobi: Tetrahedron 42, 2089 (1986).
    • (1986) J. Chem. Soc., Perkin Trans. I , pp. 211
    • Chang, S.K.1    Cho, I.J.2
  • 20
    • 0002097589 scopus 로고    scopus 로고
    • note
    • 11N: C, 73.01; H, 8.34; N, 1.37. Found: C, 72.71; H, _8.54_; N, 1.30.
  • 23
    • 0000233694 scopus 로고
    • 7. M. Cabrera, E. A. Castro, M. Salas, J. G. Santos, and P. Sepulveda: J. Org. Chem. 56, 5324 (1991); E. A. Castro, F. Ibanez, M. Salas, and J. G. Santos: J. Org. Chem. 56, 4819 (1991); P. Haberfield and J. J. Cincotta: J. Org. Chem. 55, 1334 (1990).
    • (1991) J. Org. Chem. , vol.56 , pp. 5324
    • Cabrera, M.1    Castro, E.A.2    Salas, M.3    Santos, J.G.4    Sepulveda, P.5
  • 24
    • 0001381025 scopus 로고
    • 7. M. Cabrera, E. A. Castro, M. Salas, J. G. Santos, and P. Sepulveda: J. Org. Chem. 56, 5324 (1991); E. A. Castro, F. Ibanez, M. Salas, and J. G. Santos: J. Org. Chem. 56, 4819 (1991); P. Haberfield and J. J. Cincotta: J. Org. Chem. 55, 1334 (1990).
    • (1991) J. Org. Chem. , vol.56 , pp. 4819
    • Castro, E.A.1    Ibanez, F.2    Salas, M.3    Santos, J.G.4
  • 25
    • 0025350075 scopus 로고
    • 7. M. Cabrera, E. A. Castro, M. Salas, J. G. Santos, and P. Sepulveda: J. Org. Chem. 56, 5324 (1991); E. A. Castro, F. Ibanez, M. Salas, and J. G. Santos: J. Org. Chem. 56, 4819 (1991); P. Haberfield and J. J. Cincotta: J. Org. Chem. 55, 1334 (1990).
    • (1990) J. Org. Chem. , vol.55 , pp. 1334
    • Haberfield, P.1    Cincotta, J.J.2
  • 27
    • 0029029733 scopus 로고
    • 8. F. J. Steemers, W. Verboom, D. N. Reinhoudt, E. B. van der Tol, and J. W. Verhoeven: J. Am. Chem. Soc. 117, 9408 (1995); P. Lhotak and S. Shinkai: Tetrahedron Lett. 36, 4829 (1995); S. J. Meunier and R. Roy: Tetrahedron Lett. 37, 5469 (1996).
    • (1995) Tetrahedron Lett. , vol.36 , pp. 4829
    • Lhotak, P.1    Shinkai, S.2
  • 28
    • 0030605882 scopus 로고    scopus 로고
    • 8. F. J. Steemers, W. Verboom, D. N. Reinhoudt, E. B. van der Tol, and J. W. Verhoeven: J. Am. Chem. Soc. 117, 9408 (1995); P. Lhotak and S. Shinkai: Tetrahedron Lett. 36, 4829 (1995); S. J. Meunier and R. Roy: Tetrahedron Lett. 37, 5469 (1996).
    • (1996) Tetrahedron Lett. , vol.37 , pp. 5469
    • Meunier, S.J.1    Roy, R.2
  • 29
    • 0002303260 scopus 로고    scopus 로고
    • note
    • 9. H-H Noesy spectrum of compound (1): after picking out the cross peaks in the same positions of the H-H COSY spectrum, the proton-couplings are only found between the p-t-butyl group and the phenyl group.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.