Dynamics in Organic Inclusion Crystals of Steroids and Primary Ammonium Salts

Miyata, Mikiji; Tohnai, Norimitsu; Hisaki, Ichiro

doi:10.1002/9783527627820.ch26

Cited by 2 publications

(1 citation statement)

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“…To develop such materials with desired, well-organized dye superstructures, great efforts have been made on the design of highly directional noncovalent intermolecular interactions as well as on the modification of molecular structures. , For achievement of spatially oriented molecular arrays, lattice frameworks are also promising platforms providing the dyes with geometrically restricted inclusion spaces. They include inorganic zeolite, metal–organic frameworks, and organic inclusion crystals (OICs) . Advantages of lattice frameworks are as follows: (1) dyes can be aligned anisotropically in the spaces without burdensome chemical modifications, (2) molecules or molecular aggregates in the space are well separated from those in the adjacent channel by walls of the frameworks, preventing unfavorable intermolecular perturbation leading to fluorescence quenching by reabsorption, and (3) the wall also prevents the dyes from photoisomerizations associated with large structural changes, intermolecular photoreactions, and oxidative fading …”

Section: Introductionmentioning

confidence: 99%

Deoxycholamide Crystalline Frameworks as a Platform of Highly-Efficient Fluorescence Materials

Hisaki

Murai

Yabuguchi

et al. 2011

Crystal Growth & Design

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To achieve spatially oriented molecular arrays with a wide range of dye molecules, an organic lattice framework is a promising platform, because its flexible superstructure connected by labile hydrogen bonds can tune the host framework to provide the dyes geometrically oriented in the appropriate inclusion spaces. In this Article, we demonstrate that inclusion crystalline lattice composed of deoxycholamide (DCM) can be applied as a platform to arrange various "skinny" dye molecules such as anthracene and 1,6-diphenylhexatriene into a tandemly aligned array without π/π stacking interactions in the inclusion channel. As compared to its parent compound deoxycholic acid (DCA), DCM forms additional NÀH 3 3 3 O interactions between DCM molecules, stabilizing the host framework. The density of the guest dyes included in the DCM channels can be controlled upon changing crystallization solvent: nonpolar solvents give inclusion crystals (ICs) containing a small amount of dye molecules (I-state), while polar ones give ICs whose channels are filled by tandemly arrayed dyes (F-state). ICs of dyes, even in the densely packed F-sate, exhibit fluorescence quantum yields higher than the naked dye crystals and comparable to the diluted solutions.

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