Highly Fluorescent Slipped-Cofacial
Phthalocyanine
Dimer as a Shallow Inclusion Complex with α-Cyclodextrin
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Abstract
Supramolecular control of the π-stacked configuration
of
aqueous phthalocyanine (Zn[Pc(SO<sub>3</sub>)<sub>4</sub>]) was achieved,
allowing organization of a J-type slipped-cofacial dimer with per-<i>O</i>-methylated α-cyclodextrin (TMe-α-CDx) by the
aid of host–guest interactions. Pristine Zn[Pc(SO<sub>3</sub>)<sub>4</sub>] forms nonfluorescent face-to-face aggregates in water.
The π-stacked configuration was controlled in the slipped-cofacial
dimer, which was formed as a shallow inclusion complex with TMe-α-CDx,
giving remarkably enhanced fluorescence with a very small Stokes shift.
Organization of the J-type slipped-cofacial dimer as a 2:2 Zn[Pc(SO<sub>3</sub>)<sub>4</sub>]–TMe-α-CDx complex was achieved
through π-stacking of the unencapsulated segment of Zn[Pc(SO<sub>3</sub>)<sub>4</sub>] shallowly encapsulated by a small TMe-α-CDx
cavity