A rational design of helix: Absolute helix synthesis by binaphthyl-salen fusion

Chemistry Letters

Volumn , Issue 10, 2001, Pages 1020-1021

  Furusho, Yoshio ^a   Maeda, Takeshi ^a   Takeuchi, Takeshi ^a   Makino, Nobuaki ^a   Takata, Toshikazu ^a  

^a Osaka Prefecture University   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0035541322     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2001.1020     Document Type: Article

References (28)

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14. f) Takeishi et al. synthesized helical polyamides having binaphthyl units. For example, see: F. Kondo, D. Takahashi, H. Kimura, and M. Takeishi, Polymer J., 30, 161 (1998).
15. f) Takeishi et al. synthesized helical polyamides having binaphthyl units. For example, see: F. Kondo, D. Takahashi, H. Kimura, and M. Takeishi, Polymer J., 30, 161 (1998).
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18. Pu et al. have recently reported the synthesis of poly(binaphthyl Ni(II)salen) complexes similar to our polymers; see, H.-C. Zhang, W.-S. Huang, and L. Pu, J. Org. Chem., 66, 481 (2001).
19. Pu et al. have recently reported the synthesis of poly(binaphthyl Ni(II)salen) complexes similar to our polymers; see, H.-C. Zhang, W.-S. Huang, and L. Pu, J. Org. Chem., 66, 481 (2001).
20. The calculations were performed by use of a CAChe (computer-aided chemistry) calculation package developed by Sony-Tektronix corporation.
21. 1 was synthesized from (R)-binaphthol in 7 steps (the overall yield was 13%).
22. -1.
23. ext (THF, 20 μM), nm ([Δε]): 284 (-71), 257 (+77), 233 (-24).
24. A. L. Singer and D. A. Atwood, Inorg. Chim. Acta, 277, 157 (1998).
25. The molecular weight based on polystyrene standards might be underestimated presumably due to not only the helical structure but also the metallosalen structure of 3-Zn.
26. -1.
27. R: 13.6 and 15.5 min for (R)- and (S)-1-phenyl-1-propanol, respectively.
28. As shown in Figure 1b, the reaction would occur inside the groove of the helical polymer.