NDLI: Self-Association of Bis-Dendritic Organogelators: The Effect of Dendritic Architecture on Multivalent Cooperative Interactions

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Self-Association of Bis-Dendritic Organogelators: The Effect of Dendritic Architecture on Multivalent Cooperative Interactions

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Kim, Jung Hak Kim, Sang Youl Seo, Myungeun Kim, Jisung Park, Nojin Park, Jeyoung
Description	Author Affiliation: Seo M ( Department of Chemistry, KAIST, Gwahangno 335, Yuseong-gu, Daejeon 305-701, Korea.)
Abstract	A series of bis-dendritic gelators consisting of a benzamide dendron and an alkyl dendron were synthesized to investigate the dendritic effect on self-assembly. The gelators with a first-generation benzamide (benzamide-G1) dendron or a first-generation alkyl (alkyl-G1) dendron formed stable gels in most aromatic solvents, and their self-assembled fibrillar networks were imaged by electron microscopy. The unbranched molecule (G0-G0) or the molecule possessing a second-generation benzamide (benzamide-G2) dendron did not form gels. Differential scanning calorimetry, powder X-ray diffraction, and Fourier transform IR studies revealed that introduction of a dendritic branch strongly affected the molecular packing as well as the strength of intermolecular interactions. Furthermore, concentration-dependent diffusion coefficient measurements and the evaluation of association constants by $^{1}H$ NMR spectroscopy indicated that bis-dendritic gelators with a benzamide-G1 dendron possessed high association constants and formed large aggregates, whereas molecules with a single benzamide formed dimers in chloroform. The formation of self-assembled fibrillar networks was driven by the multivalent and cooperative hydrogen bonding observed in the benzamide-G1 dendrons. π–π stacking of aromatic groups and van der Waals interactions between alkyl chains also played roles in the self-assembly process, thus indicating that a spatial balance between two dendrons is important.
ISSN	09476539
e-ISSN	15213765
Journal	Chemistry - A European Journal
Issue Number	8
Volume Number	16
Language	English
Publisher	Wiley-VCH;ChemPubSoc Europe
Publisher Date	2010-02-22
Publisher Place	Germany
Access Restriction	Open
Subject Keyword	Chemistry
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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