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. 2007 Nov 21;129(46):14187-9.
doi: 10.1021/ja073744m. Epub 2007 Oct 27.

A highly efficient approach to the self-assembly of hexagonal cavity-cored tris[2]pseudorotaxanes from several components via multiple noncovalent interactions

Affiliations

A highly efficient approach to the self-assembly of hexagonal cavity-cored tris[2]pseudorotaxanes from several components via multiple noncovalent interactions

Hai-Bo Yang et al. J Am Chem Soc. .
No abstract available

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Figures

Figure 1
Figure 1
Molecular structures of 14, as well as a graphical representation of the self-assembly of hexagonal tris-DB24C8 derivatives 5 and 6 (Method I, step I), pseudorotaxane 9 (Method II, step I), and tris[2]pseudorotaxanes 7 and 8 (Methods I and II, step n).
Figure 2
Figure 2
Partial 1HNMR spectra recorded at 500 MHz (CD2C12,298 K) of (A) dibenzylammonium 4, (B) precursor 1, (C) hexagonal tris-DB24C8 derivative 5, and (D) tris[2]pseudorotaxane 7 (>95%), along with some signals for partially complexed, and uncomplexed species at equilibrium.
Figure 3
Figure 3
ESI-TOF-MS spectra of hexagonal tris-DB24C8 derivative 5 (Vertical lines are the theoretical abundances).
Figure 4
Figure 4
Calculated (top) and experimental (bottom) ESI-MS spectra of tris[2]pseudorotaxanes 7 (A) and 8 (B).
Figure 5
Figure 5
The 1H NMR titration isotherm of tris[2]pseudorotaxane 8 recorded at 500 MHz in CD2C12 at 298 K (▪ indicates the change in chemical shift of the proton signal corresponding to the γ-H of the crown ether).
Figure 6
Figure 6
Schematic representation of the one-pot self-assembly of tris[2]pseudorotaxanes 7 and 8 by using Method III.
Figure 7
Figure 7
Simulated molecular model of tris[2]pseudorotaxane 8 optimized with the MMFF force-field. Color scheme: C = gray, O = red, N = blue, P = purple, Pt = yellow, and R2NH2+ hydrogen atoms = white, all other hydrogen atoms have been removed for clarity.

References

    1. Lehn JM. Angew Chem, Int Ed. 1990;29:1304–1319.
    2. Philip D, Stoddart JF. Angew Chem, Int Ed. 1996;35:1155–1196.
    3. Whitesides GM, Grzybowski B. Science. 2002;295:2418–2421. - PubMed
    4. Lehn JM. Proc Natl Acad Sci USA. 2002;99:4763–4768. - PMC - PubMed
    5. Hori A, Yamashita KI, Fujita M. Angew Chem, Int Ed. 2004;43:5016–5019. - PubMed
    1. Bassani DM, Lehn JM, Serroni S, Puntoriero F, Campagna S. Chem Eur J. 2003;9:5936–5946. - PubMed
    2. Uppadine LH, Lehn JM. Angew Chem, Int Ed. 2004;43:240–243. - PubMed
    3. Uppadine LH, Gisselbrecht JP, Kyritsakas N, Nattinen K, Rissanen K, Lehn JM. Chem Eur J. 2005;11:2549–2565. - PubMed
    1. Pollino JM, Stubbs LP, Week M. Polym Prepr. 2003;44:730–731.
    2. Pollino JM, Stubbs LP, Week M. J Am Chem Soc. 2004;126:563–567. - PubMed
    3. Hofineier H, El-ghayoury A, Schenning APHJ, Schubert US. Chem Commun. 2004:318–319. - PubMed
    4. Hofineier H, Hoogenboom R, Wouters MEL, Schubert US. J Am Chem Soc. 2005;127:2913–2921. - PubMed
    1. Kushner DJ. Bacterial Rev. 1969;33:302–345. - PMC - PubMed
    1. Sauvage J-P, Dietrich-Buchecker C, editors. Molecular Catenanes, Rotaxanes and Knots. Wiley-VCH; Weinheim, Germany: 1999.
    2. Raymo FM, Stoddart JF. Chem Rev. 1999;99:1643–1663. - PubMed
    3. Balzani V, Credi A, Raymo FM, Stoddart JF. Angew Chem, Int Ed. 2000;39:3348–3391. - PubMed
    4. Collin JP, Dietrich-Buchecker C, Gaviòa P, Jimenez-Molero MC, Sauvage JP. Ace Chem Res. 2001;34:477–487. - PubMed
    5. Schalley CA, Beizai K, Vögtle F. Ace Chem Res. 2001;34:465–476. - PubMed
    6. Badjiæ JD, Balzani V, Credi A, Silvi S, Stoddart JF. Science. 2004;303:1845–1849. - PubMed
    7. Zhu XZ, Chen CF. J Am Chem Soc. 2005;127:13158–13159. - PubMed
    8. Huang F, Nagvekar DS, Slebodnick C, Gibson HW. J Am Chem Soc. 2005;127:484–485. - PubMed

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