NDLI: Supramolecular Structural Diversity among First-Generation Hybrid Dendrimers and Twin Dendrons

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Supramolecular Structural Diversity among First-Generation Hybrid Dendrimers and Twin Dendrons

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Peterca, Mihai Yurchenko, Michael E. Smidrkal, Jan Percec, Virgil Rudick, Jonathan G. Heiney, Paul A.
Description	Author Affiliation: Percec V ( Roy & Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104-6323, USA. percec@sas.upenn.edu)
Abstract	Hybrid dendrimers, obtained by complete monofunctionalization of the peripheral amines of a “zero-generation” polyethyleneimine dendrimer, provide structurally diverse lamellar, columnar, and cubic self-organized lattices that are less readily available from other modified dendritic structures. The reaction of tris(2-aminoethyl)amine (TREN) with 4-dodecyloxybenzimidazolide provides only the corresponding zero-generation TREN dendrimer. From the mixture of tri- and disubstituted TREN derivatives obtained from first-generation self-assembling dendritic imidazolides, the hybrid dendrimer and a twin dendron could be separated, purified, and characterized. The hybrid dendrimers display smectic, columnar hexagonal $(Φ_{h}),$ and cubic (Pmn) lattices. The TREN twin dendrons, on which only two peripheral amines have been acylated, exhibit centered-rectangular columnar $(Φ_{r-c}),$ $Φ_{h},$ and Pmn lattices. The existence of a thermoreversible $Φ_{h}-to-Pmn$ phase transition in the first-generation hybrid dendrimers and twin dendrons is exploited to elucidate an epitaxial relationship between the two mesophases. We postulate a mechanism by which the transition proceeds. The thermoreversible $Φ_{h}-to-Pmn$ phase change is accompanied by optical property changes that are suitable for rudimentary signaling or logic functions. This structural diversity reflects the quasiequivalence of flat-taper and conical self-assembling dendrons and the ability of flexible dendrimers to accommodate concomitant conformational and shape changes.
ISSN	09476539
e-ISSN	15213765
Journal	Chemistry - A European Journal
Issue Number	11
Volume Number	14
Language	English
Publisher	Wiley-VCH;ChemPubSoc Europe
Publisher Date	2008-01-01
Publisher Place	Germany
Access Restriction	Open
Subject Keyword	Dendrimers Chemistry Models, Molecular Molecular Structure Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization X-Ray Diffraction Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, Non-P.H.S.
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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