Efficient Photooxygenation of Olefins by a C60 Derivative Bearing an Organofluorine Tail

Abstract

A C60 derivative bearing an organofluorine tail through the dimethylsilyl moiety (1) was proved to be an efficient photosensitizer in C6F6. Photooxygenation of olefins or dienes was accomplished by catalysis of 1 (0.5–1.5 mol%) at room temperature under an oxygen atmosphere.

C,N-2-[(Dimethylamino)methyl]phenylplatinum Complexes Functionalized with C60 as Macromolecular Building Blocks

“…By derivatizing the C 60 moiety with ethyl malonate groups, the solubility of their products could be enhanced, but it has been shown that such derivatization may also lead to loss of photoactivity of the C 60 moiety . Other groups have shown that the derivatization of C 60 with fluorinated tails, for example via Diels−Alder addition, led also to increased solubility of the fullerene derivatives . Our group has previously reported that the attachment of perfluoroalkyl groups onto phosphine ligands resulted in higher solubilities of the ligands and corresponding metal complexes in polar, aromatic and apolar solvents. , Therefore, we studied the use of fluorinated phosphines in the synthesis of methanofullerene C,N−platinum(II) building blocks to overcome the solubility problems encountered in this area of macromolecular synthesis.…”

Myrcene as a Natural Base Chemical in Sustainable Chemistry: A Critical Review

“…[248] Furthermore, there exist also several investigations referring to the photooxidation of myrcene giving very high yields of hydroperoxides. [249][250][251][252] …”

22 Fullerenes

“…142 A silylmethylated [60]fullerene bearing an organo£uorine tail has been shown to be an ef¢cient photosensitizer. 143 The [60]fullerene radical anion, C 60 À. , has been generated at 77 K using g-irradiation and characterized using ESR and near-IR spectroscopy. 144 Similarly C 60 À. is generated by photochemical reaction between [60]fullerene and borates ( À BPh 4 ).…”