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Volumn , Issue 1, 2001, Pages 111-119

Chiral discrimination of 2-arylalkanoic acids by (1S,2R)-1-aminoindan-2-ol through the formation of a consistent columnar supramolecular hydrogen-bond network

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; CONFORMATIONS; CRYSTAL STRUCTURE; CRYSTALLIZATION; DIFFRACTOMETERS; HYDROGEN BONDS; LATTICE CONSTANTS; MIXTURES; SOLVENTS; SUPRAMOLECULAR CHEMISTRY;

EID: 0035763171     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (5)

References (29)
  • 2
    • 0001338836 scopus 로고
    • For examples of novel resolving agents, see: A.D. Van der Haest, H. Wynberg, F.J.J. Leusen and A. Bruggink, Recl. Trav. Chim. Pays-Bas, 1993, 112, 230; D. Kozma, M. Ács and E. Fogassy, Tetrahedron, 1994, 50, 6907; B. Eric and M. Moudachirou, Tetrahedron, 1994, 50, 10309; M. Pallavicini, E. Valoti, L. Villa and O. Piccolo, Tetrahedron: Asymmetry, 1996, 7, 1117.
    • (1993) Recl. Trav. Chim. Pays-Bas , vol.112 , pp. 230
    • Van der Haest, A.D.1    Wynberg, H.2    Leusen, F.J.J.3    Bruggink, A.4
  • 3
    • 0027991968 scopus 로고
    • For examples of novel resolving agents, see: A.D. Van der Haest, H. Wynberg, F.J.J. Leusen and A. Bruggink, Recl. Trav. Chim. Pays-Bas, 1993, 112, 230; D. Kozma, M. Ács and E. Fogassy, Tetrahedron, 1994, 50, 6907; B. Eric and M. Moudachirou, Tetrahedron, 1994, 50, 10309; M. Pallavicini, E. Valoti, L. Villa and O. Piccolo, Tetrahedron: Asymmetry, 1996, 7, 1117.
    • (1994) Tetrahedron , vol.50 , pp. 6907
    • Kozma, D.1    Ács, M.2    Fogassy, E.3
  • 4
    • 0027981610 scopus 로고
    • For examples of novel resolving agents, see: A.D. Van der Haest, H. Wynberg, F.J.J. Leusen and A. Bruggink, Recl. Trav. Chim. Pays-Bas, 1993, 112, 230; D. Kozma, M. Ács and E. Fogassy, Tetrahedron, 1994, 50, 6907; B. Eric and M. Moudachirou, Tetrahedron, 1994, 50, 10309; M. Pallavicini, E. Valoti, L. Villa and O. Piccolo, Tetrahedron: Asymmetry, 1996, 7, 1117.
    • (1994) Tetrahedron , vol.50 , pp. 10309
    • Eric, B.1    Moudachirou, M.2
  • 5
    • 0029935656 scopus 로고    scopus 로고
    • For examples of novel resolving agents, see: A.D. Van der Haest, H. Wynberg, F.J.J. Leusen and A. Bruggink, Recl. Trav. Chim. Pays-Bas, 1993, 112, 230; D. Kozma, M. Ács and E. Fogassy, Tetrahedron, 1994, 50, 6907; B. Eric and M. Moudachirou, Tetrahedron, 1994, 50, 10309; M. Pallavicini, E. Valoti, L. Villa and O. Piccolo, Tetrahedron: Asymmetry, 1996, 7, 1117.
    • (1996) Tetrahedron: Asymmetry , vol.7 , pp. 1117
    • Pallavicini, M.1    Valoti, E.2    Villa, L.3    Piccolo, O.4
  • 8
    • 0010920873 scopus 로고    scopus 로고
    • note
    • 6,7 In the present study, instead of optimisation, we adjusted the quantity and ratio of the mixed solvent so that the resolving efficiency was as high as possible.
  • 9
    • 0001557711 scopus 로고
    • E. Fogassy, F. Faigl and M. Ács, Tetrahedron, 1985, 41, 2837; F.J.J. Leusen, J.H. Noordik and H.R. Karfunkel, Tetrahedron, 1985, 49, 5377; D. Kozma, G. Pokol and M. Ács, J. Chem. Soc., Perkin Trans. 2, 1992, 435; E. Collet, in Comprehensive Supramolecular Chemistry, D.N. Reinhoudt, ed., Pergamon, Oxford, 1996, vol. 1, pp. 113-149; E.J. Ebbers, B.J.M. Plum, G.J.A. Ariaans, B. Kaptein, Q.B. Broxterman, A. Bruggink and B. Zwanenburg, Tetrahedron: Asymmetry, 1997, 8, 4047; E. Ebbers, G.J.A. Ariaans, B. Zwanenburg and A. Bruggink, Tetrahedron: Asymmetry, 1998, 9, 2745.
    • (1985) Tetrahedron , vol.41 , pp. 2837
    • Fogassy, E.1    Faigl, F.2    Ács, M.3
  • 10
    • 0027285533 scopus 로고
    • E. Fogassy, F. Faigl and M. Ács, Tetrahedron, 1985, 41, 2837; F.J.J. Leusen, J.H. Noordik and H.R. Karfunkel, Tetrahedron, 1985, 49, 5377; D. Kozma, G. Pokol and M. Ács, J. Chem. Soc., Perkin Trans. 2, 1992, 435; E. Collet, in Comprehensive Supramolecular Chemistry, D.N. Reinhoudt, ed., Pergamon, Oxford, 1996, vol. 1, pp. 113-149; E.J. Ebbers, B.J.M. Plum, G.J.A. Ariaans, B. Kaptein, Q.B. Broxterman, A. Bruggink and B. Zwanenburg, Tetrahedron: Asymmetry, 1997, 8, 4047; E. Ebbers, G.J.A. Ariaans, B. Zwanenburg and A. Bruggink, Tetrahedron: Asymmetry, 1998, 9, 2745.
    • (1985) Tetrahedron , vol.49 , pp. 5377
    • Leusen, F.J.J.1    Noordik, J.H.2    Karfunkel, H.R.3
  • 11
    • 37049073993 scopus 로고
    • E. Fogassy, F. Faigl and M. Ács, Tetrahedron, 1985, 41, 2837; F.J.J. Leusen, J.H. Noordik and H.R. Karfunkel, Tetrahedron, 1985, 49, 5377; D. Kozma, G. Pokol and M. Ács, J. Chem. Soc., Perkin Trans. 2, 1992, 435; E. Collet, in Comprehensive Supramolecular Chemistry, D.N. Reinhoudt, ed., Pergamon, Oxford, 1996, vol. 1, pp. 113-149; E.J. Ebbers, B.J.M. Plum, G.J.A. Ariaans, B. Kaptein, Q.B. Broxterman, A. Bruggink and B. Zwanenburg, Tetrahedron: Asymmetry, 1997, 8, 4047; E. Ebbers, G.J.A. Ariaans, B. Zwanenburg and A. Bruggink, Tetrahedron: Asymmetry, 1998, 9, 2745.
    • (1992) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 435
    • Kozma, D.1    Pokol, G.2    Ács, M.3
  • 12
    • 0000635708 scopus 로고    scopus 로고
    • D.N. Reinhoudt, ed., Pergamon, Oxford
    • E. Fogassy, F. Faigl and M. Ács, Tetrahedron, 1985, 41, 2837; F.J.J. Leusen, J.H. Noordik and H.R. Karfunkel, Tetrahedron, 1985, 49, 5377; D. Kozma, G. Pokol and M. Ács, J. Chem. Soc., Perkin Trans. 2, 1992, 435; E. Collet, in Comprehensive Supramolecular Chemistry, D.N. Reinhoudt, ed., Pergamon, Oxford, 1996, vol. 1, pp. 113-149; E.J. Ebbers, B.J.M. Plum, G.J.A. Ariaans, B. Kaptein, Q.B. Broxterman, A. Bruggink and B. Zwanenburg, Tetrahedron: Asymmetry, 1997, 8, 4047; E. Ebbers, G.J.A. Ariaans, B. Zwanenburg and A. Bruggink, Tetrahedron: Asymmetry, 1998, 9, 2745.
    • (1996) Comprehensive Supramolecular Chemistry , vol.1 , pp. 113-149
    • Collet, E.1
  • 13
    • 0031584577 scopus 로고    scopus 로고
    • E. Fogassy, F. Faigl and M. Ács, Tetrahedron, 1985, 41, 2837; F.J.J. Leusen, J.H. Noordik and H.R. Karfunkel, Tetrahedron, 1985, 49, 5377; D. Kozma, G. Pokol and M. Ács, J. Chem. Soc., Perkin Trans. 2, 1992, 435; E. Collet, in Comprehensive Supramolecular Chemistry, D.N. Reinhoudt, ed., Pergamon, Oxford, 1996, vol. 1, pp. 113-149; E.J. Ebbers, B.J.M. Plum, G.J.A. Ariaans, B. Kaptein, Q.B. Broxterman, A. Bruggink and B. Zwanenburg, Tetrahedron: Asymmetry, 1997, 8, 4047; E. Ebbers, G.J.A. Ariaans, B. Zwanenburg and A. Bruggink, Tetrahedron: Asymmetry, 1998, 9, 2745.
    • (1997) Tetrahedron: Asymmetry , vol.8 , pp. 4047
    • Ebbers, E.J.1    Plum, B.J.M.2    Ariaans, G.J.A.3    Kaptein, B.4    Broxterman, Q.B.5    Bruggink, A.6    Zwanenburg, B.7
  • 14
    • 0032493842 scopus 로고    scopus 로고
    • E. Fogassy, F. Faigl and M. Ács, Tetrahedron, 1985, 41, 2837; F.J.J. Leusen, J.H. Noordik and H.R. Karfunkel, Tetrahedron, 1985, 49, 5377; D. Kozma, G. Pokol and M. Ács, J. Chem. Soc., Perkin Trans. 2, 1992, 435; E. Collet, in Comprehensive Supramolecular Chemistry, D.N. Reinhoudt, ed., Pergamon, Oxford, 1996, vol. 1, pp. 113-149; E.J. Ebbers, B.J.M. Plum, G.J.A. Ariaans, B. Kaptein, Q.B. Broxterman, A. Bruggink and B. Zwanenburg, Tetrahedron: Asymmetry, 1997, 8, 4047; E. Ebbers, G.J.A. Ariaans, B. Zwanenburg and A. Bruggink, Tetrahedron: Asymmetry, 1998, 9, 2745.
    • (1998) Tetrahedron: Asymmetry , vol.9 , pp. 2745
    • Ebbers, E.1    Ariaans, G.J.A.2    Zwanenburg, B.3    Bruggink, A.4
  • 15
    • 0000469739 scopus 로고
    • J. Viret, H. Patzelt and A. Collet, Tetrahedron Lett., 1986, 27, 5865; T. Shiraiwa, Y. Sado, S. Fujii, M. Nakamura and H. Kurokawa, Bull. Chem. Soc. Jpn., 1987, 60, 824.
    • (1986) Tetrahedron Lett. , vol.27 , pp. 5865
    • Viret, J.1    Patzelt, H.2    Collet, A.3
  • 17
    • 0010871661 scopus 로고    scopus 로고
    • note
    • 3.
  • 19
    • 0010926574 scopus 로고    scopus 로고
    • note
    • A table of N⋯O and O⋯O distances in the diastereomeric salts of (1S,2R)-2 with 3-7 is deposited as supporting information (Table S1).
  • 20
    • 21844437785 scopus 로고
    • Concerning the favorable location of hydrogens around hydrogen acceptors, see: R. Taylor and O. Kennard, Acc. Chem. Res., 1984, 17, 320; J.P. Glusker, Mol. Cryst. Liq. Cryst., 1992, 211, 75.
    • (1984) Acc. Chem. Res. , vol.17 , pp. 320
    • Taylor, R.1    Kennard, O.2
  • 21
    • 84916587015 scopus 로고
    • Concerning the favorable location of hydrogens around hydrogen acceptors, see: R. Taylor and O. Kennard, Acc. Chem. Res., 1984, 17, 320; J.P. Glusker, Mol. Cryst. Liq. Cryst., 1992, 211, 75.
    • (1992) Mol. Cryst. Liq. Cryst. , vol.211 , pp. 75
    • Glusker, J.P.1
  • 24
    • 0010919958 scopus 로고    scopus 로고
    • note
    • A table of the angles and lengths between the stacking aromatic rings is deposited as supporting information (Table S2 and Table S3).


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