Lower trifluoromethyl[70]fullerene derivatives: novel structural data and an survey of electronic properties

Facile Separation, Spectroscopic Identification, and Electrochemical Properties of Higher Trifluoromethylated Derivatives of [70]Fullerene

“…This general trend can, indeed, be observed for a broad series of C 70 (CF 3 ) n compounds with n= 0–20 (see Figure a, inset; the values for the compounds with n= 0–10 are given in Ref. ), the E G values increasing from 1.6 to 3.3 eV. However, there is quite pronounced variability that arises from the differences in addition patterns.…”

“…The monoanion of 10‐I was found, according to 19 F NMR data, to undergo dimerization into the singly bound diamagnetic dianion [C 70 (CF 3 ) 10 ] 2 2− . The sterically more hindered 12‐I and 12‐II show irreversibility only in the tri‐ and tetraanionic states where they lose CF 3 to give C 70 (CF 3 ) 11 − anions, as detected by mass spectrometric analyses of the electrolysis products …”

“…radical. In contrast to C 70 (CF 3 ) 11 − , reoxidation of C 70 (CF 3 ) 15 − is electrochemically reversible even at low scan rates of 0.1 V s −1 , evidencing the higher stability of C 70 (CF 3 ) 15 . .…”

“…Convenient availability of the trifluoromethylated compounds has stimulated studies of the relationship between the π‐system topology and the electronic properties; however, such studies so far encompass mostly lower trifluoromethylated fullerenes . Complications with higher trifluoromethylated come from their weaker interaction with the Cosmosil Buckyprep stationary phase and consequent reduction in chromatographic resolution.…”

Regioselective Synthesis of [6,6]‐Open and [5,6]‐Closed C70(CF3)8[CH2] Methanofullerenes with Rapid [6,6]‐to‐[5,6] Phototransformation

“…[8][9][10][11][12][13][14] A remarkable recent example presents a family of mixed derivatives of C 70 with the same eight methoxy groups in the equatorial part of the molecule and different further addends, such as cyclopropane, epoxide, and hydroxide moieties, as efficient fluorophores with peak emission wavelengths spanning the range of 450 to 650 nm. [15] Those polyadducts demonstrate, in particular, strong dependence of the electron affinity values on the addition pattern [16][17][18] while also capable of efficient fluorescence (quantum yields up to 0.68). [15] Those polyadducts demonstrate, in particular, strong dependence of the electron affinity values on the addition pattern [16][17][18] while also capable of efficient fluorescence (quantum yields up to 0.68).…”