A rotaxane-like complex with controlled-release characteristics.

S H Chiu; S J Rowan; S J Cantrill; P T Glink; R L Garrell; J F Stoddart

doi:10.1021/ol006525d

Home/Archive/PubMed

PubMed · 11073662

A rotaxane-like complex with controlled-release characteristics.

S H Chiu·S J Rowan·S J Cantrill·P T Glink·R L Garrell·J F Stoddart

View original source ↗Export metadata ↓

Abstract

A rotaxane-like complex, based on a dumbbell-shaped component containing an NH(2)(+) recognition site for a [25]crown-8 ring component and a slippage stopper in the form of a p-(tert-butyl)phenyl group, has been synthesized by a "threading-followed-by-stoppering" approach. The half-life for dissociation of this complex, which is very sensitive to its environment, can be varied from minutes to months by changing the temperature and the polarity of the solvent.

Explore related subjects

Amines Butanes Cyclization Delayed-Action Preparations Ethers, Cyclic Indicators and Reagents Magnetic Resonance Spectroscopy Temperature Journal Article Research Support, Non-U.S. Gov't

Keep this discovery

Explore connections, maps & timelines

BibTeX RIS

S H Chiu, S J Rowan, S J Cantrill, P T Glink, R L Garrell, J F Stoddart. 2000-11-16. A rotaxane-like complex with controlled-release characteristics.. https://doi.org/10.1021/ol006525d

Cite the original work for its findings. Save a collection to share your selection of sources.

KEEP EXPLORING

Related citations

PubMed2007

Optimization of the methods for introduction of amine groups onto the silica nanoparticle surface.

The luminescent silica nanoparticle has attracted the researchers' concentration in bioanalysis recently. Its extensive application is based on the immobilization of various biomolecules such as deoxyribonucleic acid, antibody, and so forth onto the surface. By comparing different introduction methods of amine groups, it was confirmed that the "two-step" route is more preferable by adding tetraethyl orthosilicate and 3-aminopropyl-(triethoxyl)silane in sequence, to attain ideal amine-modified silica nanoparticles. On this basis, carboxyl groups were derived from amine groups on the nanoparticle surface and then were activated by 1-ethyl-3-3-(3-dimethylaminopropyl) carbodiimide hydrochloride and N-hydroxy-succinimide. Finally, mouse monoclonal antihuman CD71 antibody (McAb CD71) and transferrin were effectively linked with the carboxyl groups and successfully labeled the receptors in the membrane of fibroblast cells, respectively.

Amines↗

PubMed2007

Reactivity of indanedioneketene dimer with amines.

The highly reactive indanedioneketene 5, resulting from the thermal decomposition of phenyliodonium ylide of 2-hydroxy-1,4-naphthoquinone (lawsone, 4), in the absence of nucleophiles dimerizes to the corresponding tetraoxo spiro oxetanone 6 in quantitative yield. This oxetanone exhibits an interesting reactivity toward amines.

Amines↗

PubMed2007

Amine-promoted, organocatalytic aziridination of enones.

A novel method is presented using N-N ylides (prepared by in situ amination of a tertiary amine) for the aziridination of a range of enone systems. The amine may be used sub-stoichiometrically, and promising levels of enantioselectivity are observed with quinine as promoter. [reaction: see text].

Amines↗