Designed Synthesis and Crystallization of Isomorphic Molecular Gyroscopes with Cell-like Bilayer Self-Assemblies

Two molecular rotors featuring pyridine and fluorobenzene rings as polar rotators and 9-octylfluorenyl stators were synthesized. Their crystal structures were established through SXRD techniques, crystallizing in the monoclinic chiral P21 space group. The supramolecular assemblies of both isomorphs...

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Published inCrystal growth & design Vol. 18; no. 5; pp. 2795 - 2803
Main Authors Ochoa, Ma. Eugenia, Labra-Vázquez, Pablo, Farfán, Norberto, Santillan, Rosa
Format Journal Article
LanguageEnglish
Published American Chemical Society 02.05.2018
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Abstract Two molecular rotors featuring pyridine and fluorobenzene rings as polar rotators and 9-octylfluorenyl stators were synthesized. Their crystal structures were established through SXRD techniques, crystallizing in the monoclinic chiral P21 space group. The supramolecular assemblies of both isomorphs showed an orientation of static dipoles through the crystal lattice and the formation of intriguing 2D layers that resemble cell membranes, a typical example of an amphidynamic system. Small activation energies and the modulation of the first-order hyperpolarizabilities of these compounds as a function of rotational dynamics were revealed through DFT computations at the CAM-B3LYP/​M06-2X/​cc-pVDZ level of theory and correlated with a potential use of these materials as photonic switches.
AbstractList Two molecular rotors featuring pyridine and fluorobenzene rings as polar rotators and 9-octylfluorenyl stators were synthesized. Their crystal structures were established through SXRD techniques, crystallizing in the monoclinic chiral P21 space group. The supramolecular assemblies of both isomorphs showed an orientation of static dipoles through the crystal lattice and the formation of intriguing 2D layers that resemble cell membranes, a typical example of an amphidynamic system. Small activation energies and the modulation of the first-order hyperpolarizabilities of these compounds as a function of rotational dynamics were revealed through DFT computations at the CAM-B3LYP/​M06-2X/​cc-pVDZ level of theory and correlated with a potential use of these materials as photonic switches.
Author Ochoa, Ma. Eugenia
Labra-Vázquez, Pablo
Farfán, Norberto
Santillan, Rosa
AuthorAffiliation Centro de Investigación y de Estudios Avanzados del IPN
Departamento de Química
Facultad de Química, Departamento de Química Orgánica
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Snippet Two molecular rotors featuring pyridine and fluorobenzene rings as polar rotators and 9-octylfluorenyl stators were synthesized. Their crystal structures were...
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Title Designed Synthesis and Crystallization of Isomorphic Molecular Gyroscopes with Cell-like Bilayer Self-Assemblies
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