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Volumn 6, Issue 2, 2015, Pages 909-916

Molecular recognition in curved π-systems: Effects of π-lengthening of tubular molecules on thermodynamics and structures

Author keywords

[No Author keywords available]

Indexed keywords

ASSOCIATION REACTIONS; COMPLEX NETWORKS; FULLERENES; MOLECULAR RECOGNITION; MOLECULAR STRUCTURE; MOTION ANALYSIS; THERMODYNAMICS;

EID: 84921342399     PISSN: 20416520     EISSN: 20416539     Source Type: Journal    
DOI: 10.1039/c4sc02812k     Document Type: Article
Times cited : (60)

References (64)
  • 3
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    • M. Monthioux, Carbon, 2002, 40, 1809-1823;
    • (2002) Carbon , vol.40 , pp. 1809-1823
    • Monthioux, M.1
  • 4
    • 0036776713 scopus 로고    scopus 로고
    • S. Iijima, Phys. B, 2002, 323, 1-5;
    • (2002) Phys. B , vol.323 , pp. 1-5
    • Iijima, S.1
  • 34
    • 84863855584 scopus 로고    scopus 로고
    • The Thermodynamics of Molecular Recognition
    • ed. J. W. Steed and P. A. Gale, Wiley, Chichester
    • C. L. D. Gibb and B. C. Gibb, The Thermodynamics of Molecular Recognition, in Supramolecular Chemistry: from Molecules to Nanomaterials, ed. J. W. Steed and P. A. Gale, Wiley, Chichester, 2012, vol. 1, pp. 45-65.
    • (2012) Supramolecular Chemistry: From Molecules to Nanomaterials , vol.1 , pp. 45-65
    • Gibb, C.L.D.1    Gibb, B.C.2
  • 36
    • 84921338317 scopus 로고    scopus 로고
    • note
    • We noticed the presence of a minute amount of solvent in [4] CA/[4]CC specimens, and the concentration, molar absorption coefficients and association constants were corrected by using the exact molar amount estimated from the combustion elemental analysis of the specimens. In this study, all the data for [4]CC peapods was corrected, albeit slightly, from the previous values (ref. 11; see Table S1‡).
  • 41
    • 84921338316 scopus 로고    scopus 로고
    • http://mathworld.wolfram.com/TruncatedIcosahedron.html.
  • 42
    • 84921338315 scopus 로고    scopus 로고
    • note
    • The dihedral angles at C5a-C6-C1 0 -C20 were measured for all the structures including the disorders and were -76.16°, -80.04°, -80.32°, -81.82°, -81.94°, -82.55°, -84.42, -82.71°, -83.19°, -83.53°, -84.24°, -84.50°, -84.67°, -85.92°, -86.49°, -88.38° and -89.51°.
  • 43
    • 84921338314 scopus 로고    scopus 로고
    • note
    • The dihedral angles at C5-C6-C1′-C2′ were 86.64°, 85.87°, 81.64°, 78.09°, 62.95°, 3.23°, -111.53° and -112.86. Because the dihedral angles are measured with (M)-isomer, the pointing directions of the alkyl chains are opposite. The positive values indicate the inner directions, and negative values indicate the outer directions.
  • 46
    • 84921338313 scopus 로고    scopus 로고
    • note
    • The length index (tf) is 2.45 and 1.66, and the atom-filling rate is 85% and 100% for (12,8)-[4]CA and (12,8)-[4]CC, respectively. See ref. 10 for the details.
  • 47
    • 84921338312 scopus 로고    scopus 로고
    • note
    • See also Fig. S8‡ for spectra of vacant host.
  • 48
    • 84921338311 scopus 로고    scopus 로고
    • note
    • Albeit qualitatively, theoretical GIAO calculations of resonances at the PM3//B3LYP/STO-3G level of theory for the 1′-methylene protons also supported this conclusion. Proton resonances were calculated with inner and outer conformers for [4]CA and with inner, in-plane and outer conformers for [4]CC, andthe Boltzmann-weighted average resonances were estimated to afford the resonances at 3.94 and 3.73 ppm for [4]CA and 3.44 ppm and 2.90 ppm for [4] CC. The difference of upfield and downfield 1′-resonances in chemical shifts (Δδ) thus resulted in 0.21 ppm for [4]CA and 0.54 ppm for [4]CC. This result qualitatively matched with the experimental observations where a difference in the 1′-resonaces was larger for [4]CC (Δδ = 0.23 ppm) than that of [4]CA (Δδ ∼ 0 ppm).
  • 52
    • 84921338310 scopus 로고    scopus 로고
    • note
    • 60 appeared at -0.75 V and -0.42 V, respectively (ref. 12). The enhancement in the negative shift in the [4] CA peapod indicates that partial charge transfer is emphasized upon π-lengthening. The details of the electronics will be reported in due course.
  • 56
    • 0031059866 scopus 로고    scopus 로고
    • Processing of X-ray Diffraction Data Collected in Oscillation Mode
    • Academic Press, New York
    • Z. Otwinowski and W. Minor, Processing of X-ray Diffraction Data Collected in Oscillation Mode, in Methods in Enzymology, Part A, Macromolecular Crystallography, Academic Press, New York, 1997, vol. 276, pp. 307-326.
    • (1997) Methods in Enzymology, Part A, Macromolecular Crystallography , vol.276 , pp. 307-326
    • Otwinowski, Z.1    Minor, W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.