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Norbornene chaotropic salts as low molecular mass ionic organogelators (LMIOGs).


ABSTRACT: Phenylalanine functionalised norbornene (9:Na) functions as a potent, low molecular-mass (MW = 333 Da) ionic organogelator with a minimum gelating concentration of 0.5 wt% in THF, i-PrOH, 1,4-dioxane and n-BuOH. Fibrous crystals form in the gel and X-ray crystallography identified a cation mediated helical assembly process controlled by the chirality of the phenylalanine. In addition to excellent gelating properties 9:Na readily forms aqueous biphasic and triphasic systems.

SUBMITTER: Engstrom JR 

PROVIDER: S-EPMC6001280 | biostudies-literature | 2018 Jun

REPOSITORIES: biostudies-literature

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Norbornene chaotropic salts as low molecular mass ionic organogelators (LMIOGs).

Engstrom Jordan R JR   Savyasachi Aramballi J AJ   Parhizkar Marzieh M   Sutti Alessandra A   Hawes Chris S CS   White Jonathan M JM   Gunnlaugsson Thorfinnur T   Pfeffer Frederick M FM  

Chemical science 20180516 23


Phenylalanine functionalised norbornene (<b>9:Na</b>) functions as a potent, low molecular-mass (<i>M</i><sub>W</sub> = 333 Da) ionic organogelator with a minimum gelating concentration of 0.5 wt% in THF, <i>i</i>-PrOH, 1,4-dioxane and <i>n</i>-BuOH. Fibrous crystals form in the gel and X-ray crystallography identified a cation mediated helical assembly process controlled by the chirality of the phenylalanine. In addition to excellent gelating properties <b>9:Na</b> readily forms aqueous biphasi  ...[more]

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