Induced Circular Dichroism to Optically Active Poly{[methyl(1‐naphthyl)silylene](o‐phenylene)methylene}s Assisted by Supramolecular Complexation with β‐Cyclodextrin

@article{Park2005InducedCD,
  title={Induced Circular Dichroism to Optically Active Poly\{[methyl(1‐naphthyl)silylene](o‐phenylene)methylene\}s Assisted by Supramolecular Complexation with $\beta$‐Cyclodextrin},
  author={Sung Young Park and Kazuya Uenishi and Yusuke Kawakami},
  journal={Macromolecular Chemistry and Physics},
  year={2005},
  volume={206},
  pages={1199-1205}
}
Optically active poly{methyl(1-naphthyl)silylene](o-phenylene)methylene}s with different molecular weights and configurations were prepared, and their supramolecular complexes with β-cyclodextrin were investigated in a water-tetrahydrofuran mixture (1:1 v/v) at the temperatures between 25 and 68 °C. Complexation was very sensitive to sample preparation, molecular weight of the polymer as well as the configuration of the chiral silicon center. Supramolecular complexation, followed by changes in… Expand
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References

SHOWING 1-10 OF 58 REFERENCES
Optically Active Poly[{methyl(1-naphthyl)silylene}(o-phenylene)methylene]-Poly(ethylene glycol) Block Copolymer Micelles
Optically pure (+) and isotactic poly[{methyl(1-naphthyl)silylene}(o-phenylene)methylene] terminated with methylphenylchlorosilyl was obtained by the Pt-catalyzed ring-opening polymerization ofExpand
Facile Dimerization and Circular Dichroism Characteristics of 6-O-(2-Sulfonato-6-naphthyl)-β-cyclodextrin
A monofunctional derivative of β-cyclodextrin (β-CD) containing a 2-sulfonato-6-naphthyl group at the primary face (1:  β-CD-NS) was prepared. The concentration dependences of fluorescence, circularExpand
Molecular Recognition Study on a Supramolecular System. 10.1 Inclusion Complexation of Modified β-Cyclodextrins with Amino Acids: Enhanced Enantioselectivity for l/d-Leucine
The novel β-cyclodextrin (β-CD) derivatives bearing a m-toluidinyl or (9-fluorenyl)alkylamino moiety have been synthesized by a convenient method in 45% and 66% yields, respectively. The stabilityExpand
Synthesis of stereoregular and optically active poly[{methyl(1-naphthyl)silylene}(o-phenylene)methylene] by platinum-catalyzed ring-opening polymerization
Reaction of 1-methyl-1-(1-naphthyl)-2,3-benzosilacyclobut-2-ene (1) with platinum 1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (PDT) as catalyst (0.1 mol %) gave a polymer, possibly cyclic, withExpand
Helical Structural Change in Poly((4-carboxyphenyl)acetylene) by Acid-Base Complexation with an Optically Active Amine
The acid−base complexation of poly((4-carboxyphenyl)acetylene) with an optically active amine [(R)-(+)-1-(1-naphthyl)ethylamine] not only induces strong circular dichroism (CD) but also changes theExpand
Synthesis and Structure in Solution of Poly[(−)-menthyl propiolate] as a New Class of Helical Polyacetylene
Polymerization of (−)-menthyl propiolate (MtPr) by [(nbd)RhCl]2 and MoOCl4−n-Bu4Sn gave polymers in moderate yields. The 1H NMR spectrum of the polymer formed with the Rh catalyst (PMtPr-Rh) showed aExpand
Synthesis and Hierarchical Structures of Amphiphilic Polyphenylacetylenes Carrying L-Valine Pendants
In this work, we synthesized amino acid-containing poly(phenylacetylene)s and demonstrated the possibility of tuning their hierarchical structures by internal and external perturbations. AExpand
Amino Acid-Containing Polyacetylenes: Synthesis, Hydrogen Bonding, Chirality Transcription, and Chain Helicity of Amphiphilic Poly(phenylacetylene)s Carrying l-Leucine Pendants
l-Leucine−phenylacetylene adducts 6 and 14 undergo self-association in concentrated solutions and heterocomplexation with solvent molecules through hydrogen bond formation. The adducts areExpand
Stable helical polyguanidines: poly[N-(1-anthryl)-N'-[(R)- and/or (S)-3,7-dimethyloctyl]guanidines].
Using chiral catalysts of (R)- and/or (S)-BINOL-Ti, the asymmetrical polymerization of achiral monomer, N-(1-anthryl)-N'-n-octadecylcarbodiimide, yielded soluble nonregioregular polyguanidines ofExpand
Supramolecular helical mesomorphic polymers. Chiral induction through H-bonding.
TLDR
This work provides a strategy to obtain supramolecular polymers in which a chiral helical conformation has been induced by a noncovalent association, that is, through hydrogen bonding. Expand
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