Pentamethylated derivatives of [60]fullerene: X-ray structure of the C60Me5H and ESR spectroscopy evidence for the stable radical C60Me5

In Search of Fullerene‐Based Superacids: Synthesis, X‐ray Structure, and DFT Study of C60(C2F5)5H

“…These spectroscopic data are consistent with the known skew pentagonal pyramid (SPP) addition pattern in C 60 X 6 . [8] A treatment of this NMR sample with a base led to the coalescence of the three peaks into a sharp singlet (Figure 1), consistent with the formation of …”

“…In contrast to some of the known SPP-C 60 R 5 H compounds (R = alkyl or aryl), [8] which are known to undergo immediate oxidation by air in organic solutions, C 60 A C H T U N G T R E N N U N G (C 2 F 5 ) 5 H was stable under ambient conditions and in light for weeks in solution, and for many months in the solid state. The X-ray diffraction study [9] of a crystal grown by a slow evaporation of a solution of C 60 -A C H T U N G T R E N N U N G (C 2 F 5 ) 5 H in toluene showed that this molecule has an idealized C s symmetry with five perfluoroethyl groups forming a loop of edge-sharing p-C 6 A C H T U N G T R E N N U N G (C 2 F 5 ) 2 hexagons, as shown in Figure 1 (the sixth addend is a hydrogen atom that could not be located based on the X-ray crystallographic data).…”

Crystal‐Packing Trends for a Series of 6,9,12,15,18‐Pentaaryl‐1‐hydro[60]fullerenes

“…Electron density envelopes were generated from a PM3 single‐point energy calculation on crystal‐structure coordinates 8. 14, 15, 19a…”

“…b) Representation of the van der Waals interactions within stacks of C 60 Me 5 H⋅ n ‐pentane (ref. 19a) shown for comparison. c) View along the plane formed by Arm B (along the crystallographic mirror plane) for acetal 1 g⋅ (CS 2 ) 3 and d) perpendicular view.…”

Nitrogen Directs Multiple Radical Additions to the 9,9′‐Bi‐1‐aza(C60‐Ih)[5,6]fullerene: X‐ray Structure of 6,9,12,15,18‐C59N(CF3)5

“…[12] ) It is likely that the unique shape of the C 59 N(CF 3 ) 5 molecules with the concave region formed by the loop of five CF 3 groups (and in the absence of the sixth addend, which is present in all C 60 X 6 structures) allows the molecules to pack very closely and directly above one another. In the C 60 X 5 H (X = CH 3 , [13] ptBuC 6 H 4 , [14] C 12 H 9 [15] ) structures, molecules are also packed in columns. However, the packing in C 60 (p-tBuC 6 H 4 ) 5 H·3 C 5 H 12 is a distorted ccp structure (ABC…) with interlayer distances of 13.593 and 13.753 .…”