Abstract
A 24-crown-8 ether-fused dehydrobenzo[18]annulene has
been prepared via a stepwise Pd/Cu-mediated strategy. This
annulene-crown ether hybrid forms a pseudorotaxane complex in CD2 Cl2 with
dibenzylammonium hexafluorophosphate when they are combined in a
1:1 ratio, as indicated by 1 H NMR spectroscopy and
mass spectrometry.
Key words
annulenes - crown compounds - macrocycles - pseudorotaxanes - supramolecular chemistry
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16 Crystal data for 2 :
C48 H38 O8 ·C4 H8 O, M
r = 814.93,
yellow block, 0.22 × 0.31 × 0.41 mm, monoclinic,
space group I2/a , a = 31.788(4), b = 8.6951(13), c = 35.273(4) Å, β = 113.07(1)°, V = 8970(2) Å3 , Z = 8, ρcalc = 1.207
g cm-3 , MoK
α radiation
(λ = 0.71073 Å), µ = 0.82 cm-1 , F (000) = 3440, T = 23 °C,
2θmax = 23.5°,
13240 independent reflections scanned, 6623 independent reflections
in refinement, 550 parameters, R(F) = 0.050 [I
σ(I )], wR(F
2
) = 0.068
(all data). Data were obtained on an Enraf-Nonius CAD-4 Turbo diffractometer.
Structure refinement (C, O atoms anisotropic, H atoms riding) was accomplished
with teXsan (v. 1.7 for SGI workstations). Crystallographic data
(excluding structure factors) for 2 have
been deposited with the Cambridge Crystallographic Data Center as
supplementary publication no. CCDC-182774.
