Chemistry of C84: Separation of Three Constitutional Isomers and Optical Resolution ofD2-C84 by Using the “Bingel-Retro-Bingel” Strategy

Abstract

The pure enantiomers of D -C as well as a third constitutional isomer of this higher fullerene were produced by a retro-Bingel reaction on the first organic derivatives of C (see scheme). These derivatives were synthesized by Bingel cyclopropenation of C , separated, and unambiguously structurally characterized.

Phosphorus Complexes of the First Expanded Isophlorins

“… Experimental ECD spectrum129 of D 2 ‐C 84 compared to simulations using a semiempirical method130 and TDDFT131(BP86/aug‐SVP). The absolute configuration of the fullerene is f A in the old129 and C in the new IUPAC132 nomenclature. ε denotes the molar decadic absorption coefficient, R the rotatory strength.…”

Regioselective Synthesis, Crystallographic Characterization, and Electrochemical Properties of Pyrazole‐ and Pyrrole‐Ring‐Fused Derivatives of Y2@C3v(8)‐C82

“…In fullerene chemistry, the Mayer bond order (MBO) value is a quantitative measure of the distribution of π‐electron density: the cage bond with a larger MBO value is more reactive . We have calculated the MBO values of all the twenty‐five types of nonequivalent C−C bonds of Y 2 @ C 3 v (8)‐C 82 (Figure and Table S2).…”

Parent Fullerenes

“…A few examples are shown in Figure 1.20. In the same way optical resolution of [84-D 2 ]fullerene was possible [267]. The fact that for C 78 the most symmetrical D 3h isomer is not favored implies that an important stabilizing factor is the maximization of the sphericity rather than symmetry.…”