Opening and Closure of the Fullerene Cage in cis‐Bisimino Adducts of C₆₀: The Influence of the Addition Pattern and the Addend

Abstract

Abstract:The synthesis, isolation, and spectroscopic characterization of the bisimino[60]fullerenes C,,(NCOOR), (1 a: Moreover, it is shown that, by transforming cis-l-C60(NCOOtBu)2 (1 b) into cis-l-C6O(NH)2 (1 c), the fullerene cage can be closed in an intraring 2 n + 2 c j isomerization to valence isomer V. These are 0

Synthesis of a novel [60]fullerene pearl‐necklace polymer, poly(4,4′‐carbonylbisphenylene trans ‐2‐[60]fullerenobisacetamide)

“…The UV-vis spectrum (Fig. 1) of 1 in a toluene solution showed absorptions at 700, 630, 475, and 430 nm, which is very similar to that of a trans-2-bismethano- [60]fullerene product reported by Schick et al 9 The 1 H-NMR spectrum of 1 exhibited CH protons at 4.57 ppm as a singlet, CH 2 protons at 4.63 ppm as a quartet, and CH 3 protons at 1.64 ppm as a triplet. The 13 C-NMR spectrum (Fig.…”

Preparation of Open‐Cage Fullerenes and Incorporation of Small Molecules Through Their Orifices

“…[27] 15 is an exception to the rule that addition at the 6,6-junction forms the closed threemembered ring structure aziridinofullerene (or methanofullerene in the case of carbon addition). Upon conversion of the alkoxylcarbonyl group to the hydrogen atom, the closed isomer bisaziridinofullerene 16 was obtained.…”

“…[23] Several bisazahomofullerenes have been reported. [24][25][26][27] The two imino bridging groups are adjacent to each other in all three known type of structures. Bisazido compounds add to C 60 at two 5,6-junctions on the same hexagon to form bisazahomofullerene such as 13.…”

Preparation of [5,6]‐ and [6,6]‐Oxahomofullerene Derivatives and Their Interconversion by Lewis Acid Assisted Reactions of Fullerene Mixed Peroxides

“…However, additions at the [6,6] junction of fullerenes mostly result in [6,6] closed adducts; [7] [6,6] open homofullerenes are stable only in special cases. [8][9][10] Hirsch et al [8] synthesized bis [6,6] homo[60]-fullerenes with a 1,2,3,4 addition pattern and found that the energy difference between the closed and open bis [6,6] isomers are rather small. [9] Taylor et al [10] reported a [6,6] open fluorooxahomofullerene derivative with oxygen bonded to fluorinated carbon atoms.…”