Synthesis of macrocyclic 1,1′-biarenol derivatives by the tandem Claisen rearrangement and their binding properties

Tetrahedron Letters

Volumn 46, Issue 22, 2005, Pages 3901-3904

  Yoshida, Hiroaki ^a   Kobayashi, Yuka ^a   Hiratani, Kazuhisa ^b   Saigo, Kazuhiko ^a  

^a UNIVERSITY OF TOKYO   (Japan)

^b UTSUNOMIYA UNIVERSITY   (Japan)

Author keywords

1,1 Bi 2 naphthol; Amino acid salt; Chiral recognition; Host guest complex; Tandem Claisen rearrangement

Indexed keywords

AMINO ACID; CROWN ETHER; INORGANIC SALT; LEWIS ACID; MACROCYCLIC COMPOUND; MACROGOL; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

ARTICLE; CHEMICAL BINDING; CHIRALITY; CLAISEN REARRANGEMENT; SYNTHESIS;

EID: 18144430219     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.03.167     Document Type: Article

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23. 3) δ 1.64-1.74 (8H, m), 1.81 (2H, s), 2.14-2.31 (4H, m), 2.75-2.79 (4H, m), 3.89 (4H, dd, J = 6.0, 10.6 Hz), 4.48 (4H, dd, J = 11.7, 21.4 Hz), 5.02 (2H, d, J = 1.2 Hz), 5.06 (2H, d, J = 1.0 Hz), 6.78 (2H, d, J = 8.4 Hz), 7.06 (2H, d, J = 8.4 Hz)
24. 3) δ 1.61-1.74 (8H, m), 2.11-2.34 (4H, m), 2.74-2.76 (4H, m), 3.42-3.47 (4H, m), 3.56-3.66 (16H, m), 3.84 (4H, dd, J = 13.2, 59.9 Hz), 4.40 (4H, dd, J = 13.2, 23.6 Hz), 4.96 (2H, d, J = 1.1 Hz), 5.05 (2H, d, J = 1.1 Hz), 6.74 (2H, d, J = 8.3 Hz), 7.00 (2H, d, J = 8.3 Hz)
25. 3) δ 1.63-1.74 (8H, m), 2.12-2.26 (4H, m), 2.70-2.72 (4H, m), 3.41 (4H, dd, J = 15.4, 48.9 Hz), 3.53-3.65 (20H, m), 3.99 (4H, s), 4.95 (2H, s), 5.04 (2H, s), 5.63 (2H, s), 6.87 (2H, s)
26. The calculation was performed using Gaussian 98 program package (Revision A.9) Gaussian, Inc.: Pittsburgh, PA, see http://www.gaussian.com/citation.htm