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Volumn 5, Issue 6, 2010, Pages 1347-1355

Dimeric capsules formed by Tetra-CMPO derivatives of (Thia)Calix[4]arenes

Author keywords

Amides; Calixarenes; Dimerization; Host guest systems; Self assembly

Indexed keywords

ADAMANTANES; APOLAR SOLVENTS; CALIX[4]ARENES; CALIXARENES; CONE CONFORMATIONS; HETERODIMERIC CAPSULES; HETERODIMERIZATION; HOMODIMERS; HOST-GUEST SYSTEM; INTERNAL MOBILITY; INTERNAL VOLUME; NEUTRAL MOLECULES; SINGLE CRYSTAL X-RAY ANALYSIS; STABLE COMPLEXES; TETRAETHYLAMMONIUM; THIACALIX[4]ARENE; TIME-SCALES;

EID: 77952935252     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.200900607     Document Type: Article
Times cited : (12)

References (58)
  • 1
    • 0034696923 scopus 로고    scopus 로고
    • For reviews on capsules, see: a) J. Rebek, Jr., Chem. Commun. 2000, 637-643;
    • (2000) Chem. Commun. , pp. 637-643
    • Rebek Jr., J.1
  • 16
    • 0029894444 scopus 로고    scopus 로고
    • a) J. Kang, J. Rebek, Jr., Nature 1996, 382, 239-241;
    • (1996) Nature , vol.382 , pp. 239-241
    • Kang, J.1    Rebek, J.2
  • 24
    • 0033583483 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 1999, 38, 1136-1139.
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 1136-1139
  • 25
  • 34
    • 0041345747 scopus 로고    scopus 로고
    • The orientation/preorganization of reactive groups attached to the urea residues can be used to synthesize multiple catenanes and rotaxanes: a) M. O. Vysotsky, M. Bolte, I. Thondorf, V. Böhmer, Chem. Eur. J. 2003, 9, 3375-3382;
    • (2003) Chem. Eur. J. , vol.9 , pp. 3375-3382
    • Vysotsky, M.O.1    Bolte, M.2    Thondorf, I.3    Böhmer, V.4
  • 38
    • 77952905538 scopus 로고    scopus 로고
    • For a short discussion of the chirality of such dimers, see reference [11 d]
    • For a short discussion of the chirality of such dimers, see reference [11 d].
  • 39
    • 0030818032 scopus 로고    scopus 로고
    • The pattern is more complicated for tetraureas that consist of different phenolic units: O. Mogck, M. Pons, V. Böhmer, W. Vogt, J. Am. Chem. Soc. 1997,119, 5706-5712; see also reference [11 d].
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 5706-5712
    • Mogck, O.1    Pons, M.2    Böhmer, V.3    Vogt, W.4
  • 42
    • 77952926867 scopus 로고    scopus 로고
    • As the solubility in benzene, toluene, and p-xylene is very low, di-chloromethane and chloroform were used as solvents for the following studies
    • As the solubility in benzene, toluene, and p-xylene is very low, di-chloromethane and chloroform were used as solvents for the following studies.
  • 45
    • 34147178116 scopus 로고    scopus 로고
    • They exist, for instance in THF, in contrast to dimeric capsules formed by tetraureas derived from tetraethers, see I. Vatsouro, V. Rudzevich, V. Böhmer, Org. Lett. 2007, 9, 1375-1377.
    • (2007) Org. Lett. , vol.9 , pp. 1375-1377
    • Vatsouro, I.1    Rudzevich, V.2    Böhmer, V.3
  • 46
    • 77952915999 scopus 로고    scopus 로고
    • There are, however, exceptions: aryl-and tosylureas of calix[4]ar-enes form exclusively heterodimers in a 1:1 mixture and tetraureas derived from a rigidified calixarenes do not form heterodimers with those derived from usual tetraethers
    • There are, however, exceptions: aryl-and tosylureas of calix[4]ar-enes form exclusively heterodimers in a 1:1 mixture and tetraureas derived from a rigidified calixarenes do not form heterodimers with those derived from usual tetraethers.
  • 50
    • 77952923700 scopus 로고    scopus 로고
    • A further splitting, most probably owing to the directionality of the urea belt, is neglected here. See reference [11 f]
    • A further splitting, most probably owing to the directionality of the urea belt, is neglected here. See reference [11 f].
  • 51
    • 77952919856 scopus 로고    scopus 로고
    • note
    • Crystal data for dimer 2-(C5H5)2Co+.2:2C80H64N4O12P4S4 (C5H5)2Co-43H6O[C182H162CoN8O28P8S8], M=3472.37, triclinic, space group P-1, a = 19.4261(14) Å, b = 22.0123(18) Å, c = 24.9105(17) Å, α = 82.493(6)̊,β = 84.407(6)̊, γ = 65.265(6)̊, V= 9581.0(12) Å3, T = 173 K, Z = 2, ρcald = 1.204 gcm3, λ(MoKa) = 0.71073 Å, 33693 reflections measured, 33693 unique (Rint=0.0), which were used in all calculations. The structure was solved by direct methods (SHELXS-97) and refined by full-matrix least-squares methods on F2 with 2093 parameters. R1 = 0.1282 (I > 2σ(I)) and wR2 = 0.3190, GOF = 1.217; max/min residual density 1.734/-0.644 e Å-3. CCDC 748328 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre at www.ccdc.cam.ac.uk/data-request/cif
  • 52
    • 77952901623 scopus 로고    scopus 로고
    • note
    • Crystal data for dimer 3a-Et3NH+-H2O.3a: C84H72N4O12P4.C6H15N.2H2O, M = 1519.9, monoclinic, space group P21/c, a = 20.534(11) Å, b = 36.869(4) Å, c = 27.50(1) Å, β = 131.95(2)̊, V = 15348(9) Å3, T= 193 K, Z=8, ρcald = 1.316gcm-3, λ-(CuKα) = 1.54178 Å, 30336 reflections measured, 28968 unique (Rint= 0.1213), which were used in all calculations. The structure was solved by direct methods (SIR-97) and refined by full-matrix least-squares methods on F2 with 1918 parameters. R1 = 0.1419 (I > 2σ(I)) and wR2= 0.4425, GOF= 0.999; max/min residual density 1.44/-0.50 e Å-3. The hydrogen atom at N3 L could not be detected in different Fourier maps. Additionally, the delocalized hydrogen atoms of the hydroxy groups could not be found and as such, the presence of a positive charge at Et3NH+ could not be conclusively stated. CCDC 750129 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre at www.ccdc.cam. ac.uk/data-request/cif.
  • 55
    • 0003909854 scopus 로고
    • 2nd ed., Wiley, Chichester
    • H. Günther, NMR Spectroscopy, 2nd ed., Wiley, Chichester, 1995, pp. 341-345.
    • (1995) NMR Spectroscopy , pp. 341-345
    • Günther, H.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.