A cyclodextrin-based molecular shuttle containing energetically favored and disfavored portions in its dumbbell component

Organic Letters

Volumn 2, Issue 10, 2000, Pages 1353-1356

  Kawaguchi, Yoshinori ^a   Harada, Akira ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000094432     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0055667     Document Type: Article

References (36)

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24. 6 δ 2.5 ppm) δ 9.35-9.24 (m, 8H, α aromatic H in viologen), 8.91-8.84 (m, 4H, amine H and one of phenyl H in stopper), 8.78-8.69 (m, 8H, β aromatic H in viologen), 8.33 (dd, 2H, one of phenyl H in stopper), 7.46 (dd, 2H, one of phenyl H in stopper), 5.79-5.55 (m, 12H, O(2)H and O(3)H of α-CD), 4.92 (br, 4H, α methylene H in ethylene spacer), 4.83 (d, 6H, C(1)H of α-CD), 4.71-4.63 (m, 4H, α methylene H in dodecamethylene station), 4.53 (br, 6H, O(6)H of α-CD), 4.19 (br, 4H, β methylene H in ethylene spacer), 3.82-3.66 (m, 24H, C(3)H, C(5)H and C(6)H of α-CD), 3.44-3.37 (m, 12H, C(2)H and C(4)H of α-CD), 2.05-1.91 (m, 4H, β methylene H in dodecamethylene station), 1.44-1.25 (m, 16H, γ. δ, and ε methylene H in dodecamethylene station).
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30. Harada, A.; Adachi, H.; Kawaguchi, Y.; Okada, M.; Kamachi, M. Polym. J. 1996, 28, 159-163.
31. 6 δ 2.5 ppm) δ 9.36-9.25 (m, 12H, α aromatic H in viologen), 8.90-8.84 (m, 4H, amine H and one of phenyl H in stopper), 8.74 (br, 12H, β aromatic H in viologen), 8.31 (dd, 2H, one of phenyl H in stopper), 7.44 (dd, 2H, one of phenyl H in stopper), 5.79-5.55 (m, 12Hm, O(2)H and O(3)H of α-CD), 4.91 (br, 4H, α methylene H in ethylene spacer), 4.84 (br, 6H, C(1)H of α-CD), 4.70 (br, 8H, α methylene H in dodecamethylene station), 4.67 (br, 6H, O(6)H of α-CD), 4.19 (br, 4H, β methylene H in ethylene spacer), 3.82-3.66 (m, 24H, C(3)H, C(5)H and C(6)H of α-CD), 3.44-3.37 (m, 12H, C(2)H and C(4)H of α-CD), 2.06-1.92 (m, 8H, β methylene H in dodecamethylene station), 1.44-1.27 (m, 32H, γ, δ and ε methylene H in dodecamethylene station).
32. 2O.
33. Chemical shifts were referenced to internal DMF (δ 2.85) at various temperatures.
34. Chemical shifts were referenced to the solvent value (δ 2.5) at various temperatures.
35. C and to extrapolate values of k at room temperature. We recognize that many approximations are involved in this semiquantitative treatment, and so the ΔG‡ values should be viewed as having at least 10% error margins.
36. The Δν value of peak d on 1s-[2]-rotaxane 3 is 35.4 Hz, and that on 2s-[3]-rotaxane 5 is 37.6 Hz.