Regiochemically Controlled Synthesis of a ß-4-ß' [70]Fullerene Bis-Adduct.

A ß-4-ß' C70 bis-adduct regioisomer and an uncommon mono-adduct ß-malonate C70 derivative were synthesized by using a Diels-Alder cycloaddition followed by an addition-elimination of bromo-ethylmalonate and a retro-Diels-Alder cycloaddition reaction. We also report the regioselective synthesis and spectroscopic characterization of Cs-symmetric tris- and C2v-symmetric tetra-adducts of C70, which are the precursors of the mono- and bis-adduct final products.

High-yield, regiospecific bis-functionalization of C70 using a Diels-Alder reaction in molten anthracene.

A regiospecific bis-adduct of C70 with anthracene was prepared with unusually high yield (68%) by the Diels-Alder reaction in the absence of solvent (melt). The structure of the bis-adduct was an unexpected 12 o'clock isomer, as determined by single crystal X-ray diffraction, thermal gravimetric analysis (TGA) and spectroscopy.

Design, synthesis, and X-ray crystal structure of a fullerene-linked metal-organic framework.

Given the unique structural and electronic properties of C60 , metal-organic frameworks (MOFs) containing C60 linkers are expected to exhibit interesting characteristics. A new hexakisfullerene derivative possessing two pairs of phenyl pyridine groups attached to two methano-carbon atoms located at the trans-1 positions was designed and synthesized. The four pyridyl nitrogen atoms define a perfectly planar rectangle. This new C60 derivative was used to assemble the first fullerene-linked two-dimensional MOF by coordination with Cd(2+) .

High yield synthesis of a new fullerene linker and its use in the formation of a linear coordination polymer by silver complexation.

A new hexakis-fullerene adduct with two 4,5-diazafluorene groups strategically located at trans-1 positions to allow linear polymerization was selectively synthesized in very high yield. By reaction with Ag(triflate), a one dimensional metal-organic coordination polymer was obtained.