Journal
JOURNAL OF MATERIALS CHEMISTRY
Volume 17, Issue 1, Pages 105-112Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b614295h
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Funding
- NIGMS NIH HHS [R01 GM069862-04, R01 GM069862] Funding Source: Medline
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Two resorcinarene-derived tetrathiols with terminal alkene sidechains (tetraarylthiol cavitand 3 and tetrabenzylthiol cavitand 4) were determined to be efficient at extracting colloidal gold nanoparticles from aqueous solutions and stabilizing their dispersion in organic solvents. Treatment of these nanoparticle dispersions with the Grubbs olefin metathesis catalyst resulted in crosslinked resorcinarene shells that were highly resistant to alkanethiol-induced desorption at high temperatures. Nanoparticles in crosslinked shells of tetrabenzylthiol cavitand 4 were particularly robust, and could be precipitated and redispersed many times with minimal attrition. These shells could also withstand oxidative conditions and were amenable to synthetic modifications involving epoxidation and dihydroxylation.
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