Donor–acceptor complexes of fullerene C60 with organic and organometallic donors

Abstract

The paper presents data on the synthesis, IR, electronic, X-ray photoelectron, and ESR spectroscopies of fullerene C 60 molecular complexes with various types of donor compounds, namely, substituted tetrathiafulvalenes, aromatic hydrocarbons, diazodithiafulvalene, tetraphenyldipyranylidene, tetrasulfur tetranitride, saturated amines, some metallocenes, and Co(II) and Mn(II) tetraphenylporphyrins. Crystal structures of some of these complexes are discussed. The degree of charge transfer in the complexes is evaluated from the shift of the F 1u (4) C 60 mode in the IR spectra. The factors responsible for the appearance of the symmetry-forbidden C 60 vibrations and the splitting of the absorption bands of C 60 in the complexes are considered. The electronic absorption spectra of some complexes show the decrease of the intensity of electron transitions of C 60 at 420±530 nm and the appearance of new absorption bands attributed to charge transfer from the donor to C 60 . The dependences of the energy of charge transfer in the C 60 complexes on ionisation and redox potentials of substituted tetrathiafulvalenes are derived. Peculiarities of donor±acceptor interaction of donor molecules with the spherical C 60 are considered.{Characteristics of C 60 complexes are available as supplementary data.

Molecular Complexes of Fullerenes C60 and C70 with Saturated Amines

“…In 5, 10, and 12 the interaction between amine and C 60 molecules is weak and results in fullerene molecules disordering even at 90 K, in contrast to the C 60 complexes with metalloporphyrins, metallocenes, and some substituted tetrathiafulvalenes (17,23,28). The formation of the additional naphthalene-C 60 van der Waals contacts in 6 provides for ordered fullerene molecules.…”

Synthesis, Crystal Structures, Magnetic Properties and Photoconductivity of C60 and C70 Complexes with Metal Dialkyldithiocarbamates M(R2dtc)x, where M = CuII, CuI, AgI, ZnII, CdII, HgII, MnII, NiII, and PtII; R = Me, Et, and nPr

“…(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006) porphyrins and metalloporphyrins, [9][10][11] porphyrazines, [12] metallocenes, [13][14][15][16][17] and others. [6] Great interest in fullerene complexes was evoked by their intriguing properties. Ionic compounds show ferromagnetism [5] and reversibly form σ-bonded structures.…”

“…Fullerenes form a wide variety of donor-acceptor complexes ranging from molecular to ionic ones [1][2][3] with different classes of organic and organometallic donors: aromatic hydrocarbons, [4] amines, [5][6][7] tetrathiafulvalenes, and a flattening of the central (NCS 2 ) 2 Cu fragments. Complex 10 shows a spectrum exhibiting features from 50 to 600 mT and manifests strong antiferromagnetic coupling of spins with a Weiss temperature of -96 K and the maximum of magnetic susceptibility at 46 K. Such magnetic behavior can be explained by the formation of [Mn(Et 2 dtc) 2 ] 2 dimers in 10.…”

Fullerene‐based Electrochemical Detection Methods for Biosensing

“…Initially, the functionalization of the fullerenes with organic and organometallic ligands has enabled them to be extensively studied in many fields. Different organic and organometallic ligands have been added by adsorption or covalent immobilization to the shell of the fullerenes, in- creasing their hydrophilicity, or altering their optical and electrochemical properties [24][25][26][27][28][29][30][31]. In addition, the ability of the fullerenes to accept and donate electrons to the species surrounding them can also be drastically influenced and elegantly controlled using these functionalization methods [32,33].…”