ABSTRACT
Spiropyran-containing methanofullerenes able to rapidly and reversibly respond to optical and chemical stimuli were synthesized for the first time by the Bingel-Hirsch reaction and catalytic cycloaddition of diazo compounds to carbon clusters. The effects of substituent structure in the new hybrid molecule and the mode of spiropyran attachment to fullerene on the spectral kinetic properties and photo- and acidochromic behavior of the synthesized fullerene derivatives was established.
ABSTRACT
Photocontrolled organic field-effect transistors (OFETs) containing a hybrid compound of fullerene C60 (n-semiconductor) with spiropyran (electrical conductivity photocontroller) as the active layer were fabricated for the first time. It was found that an OFET based on the hybrid compound, unlike the multilayer transistor (a device based on unmodified fullerene C60 and spiropyran in different layers), has higher transfer characteristics (source-to-drain current), charge carrier mobility in the active layer, and response rate to external influence, which makes them promising materials for the manufacture of optical memory elements.
ABSTRACT
The (1)H and (13)C NMR chemical shifts of spiro-cycloalkylidene[60]fullerenes were assigned using experimental NMR data and the Density Functional Theory (DFT)-Gauge Independence Of Atomic Orbitals method (GAIO) calculation method in the Perdew Burke Ernzerhof (PBE)/3z approach. The calculated values of the (13)C NMR chemical shifts adequately reproduce the experimental values at this quantum chemistry approach. Similar assignments will be helpful for (13)C NMR spectral analysis of homo- and methano[60]fullerene derivatives for structure elucidation and to determine the influence of fullerene frames on substituents and the influence of substituents on fullerene cores.
