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《907_ftp》.pdf
FULL PAPER
DOI: 10.1002/chem.200901484
Induced-Fit Binding of p-Electron-Donor Substrates to Macrocyclic
Aromatic Ether Imide Sulfones: A Versatile Approach to Molecular
Assembly
Howard M. Colquhoun,*[a] Zhixue Zhu,*[a] David J. Williams,[b] Michael G. B. Drew,[a]
Christine J. Cardin,[a] Yu Gan,[a] Andrew G. Crawford,[c] and Todd B. Marder[c]
Abstract: Novel macrocyclic receptors order) an apparent polyrotaxane. The highest association constants were
that bind electron-donor aromatic sub- Direct five-component self-assembly of found for strong p-donor guests with
strates through p-stacking donor–ac- a metal-centred [3]pseudorotaxane is large surface areas, notably perylene
ceptor interactions are obtained by cy- also observed on complexation of a and 1-hydroxypyrene, for which Ka
macrocyclic ether imide with 8- 3 3 1
cloimidisation of an amine-functional- values of 1.4 10 and 2.3 10 m , re-
ised aryl ether sulfone with pyromellit- hydroxyACHTUNGTRENNUNGquinoline in the presence of spectively, were found. Single-crystal
ic and 1,4,5,8-naphthalenetetracarbox- palladiACHTUNGTRENNUNGum(II) ions. Binding studies in X-ray analyses of the receptors and
ylic dianhydrides. These macrocycles solution were carried out by u
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