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Chirally functionalized metal nanoparticles

WANG LU
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Abstract
Chiral ligands-protected metal nanoparticles were synthesized and characterized using transmission electron microscopy, electron diffraction, X-ray diffraction, ultraviolet-visible spectroscopy, infrared spectroscopy, thermogravimetric analysis, mass spectrometry, nuclear magnetic resonance spectroscopy and elemental analysis. Cysteine-Au nanoparticles and 2,2&#39;-bis(diphenylphosphino)-1,1&#39;-binaphthalene (BINAP)-capped Au/Pd nanoparticles were synthesized using a single-phase method. While the cysteine molecule binds to Au via its thiol and carboxylate groups, the BINAP molecule caps the metal core via two P atoms. Their metallic cores exhibit face-centered cubic structures. 1,1&#39;-bi(2-naphthol) and 1,1&#39;-binaphthalene-2,2&#39;-diamine which are weak nucleophiles were introduced onto 11-mercapto-undecanoic acid-Au NPs using ester/amide coupling reactions. The vibrational circular dichroism (VCD) computation shows that chiral ligands-protected metal nanoparticles exhibit chirality. The &#957;<sub>as</sub>COO<sup>-</sup> band of L-cysteine reverses its sign of &#916;&#949; after capping which suggests the conformational change and the interaction between COO<sup>-</sup> and Au. The rotation of phenyl and the reduction of the binaphthalene-angle of the adsorbed BINAP have minor influence on the VCD spectra.
Keywords
chiral, nanoparticle, cysteine, binaphthalene derivative, synthesis, vibrational circular dichroism
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CHEMISTRY
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Date
2009-07-14
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Type
Thesis
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