Buckminsterfulleren‐Addukte von <i>ortho</i>‐Chinodimethanen

Gügel, Andreas; Kraus, A.; Spickermann, Jochen; Belik, Pavel; Müllen, Kläus

doi:10.1002/ange.19941060520

Cited by 22 publications

(1 citation statement)

References 30 publications

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“…[8] Success was also achieved for the addition of dienes such as ortho-quinodimethane due to the final gain in aromaticity of the cycloaddition product. [39][40][41] This reaction was also performed on the sidewalls of CNTs. [42] The active diene was ortho-quinodimethane (generated in situ from 4,5-benzo-1,2-oxathiin-2-oxide) and the reaction was accomplished by using microwave irradiation.…”

Section: Introductionmentioning

confidence: 99%

Cycloaddition Reactions of Butadiene and 1,3‐Dipoles to Curved Arenes, Fullerenes, and Nanotubes: Theoretical Evaluation of the Role of Distortion Energies on Activation Barriers

Osuna

Houk

2009

Chemistry A European J

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Diels-Alder cycloadditions of butadiene and 1,3-dipolar cycloadditions of azomethine ylide, fulminic acid, and the parent nitrone to polyacenes, fullerenes, and nanotubes have been investigated with density functional theory and ONIOM methods. Activation barriers obtained for cycloaddition reactions on planar and curved systems have been shown to be highly correlated to the energy needed to distort the reactants to the geometry of the transition state (TS).

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Section: Introductionmentioning

confidence: 99%

Cycloaddition Reactions of Butadiene and 1,3‐Dipoles to Curved Arenes, Fullerenes, and Nanotubes: Theoretical Evaluation of the Role of Distortion Energies on Activation Barriers

Osuna

Houk

2009

Chemistry A European J

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Synthesis of Isoxazolo[60]fullerenes with Dumb-Bell-Type Structure and Atropisomeric Properties

Irngartinger¹,

Weber

Escher

et al. 1999

Eur. J. Org. Chem.

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New dumb‐bell‐type fullerene adducts 2, 4, and 8a–b could be synthesized via bifunctional nitrile oxides. The [60]fullerene derivative 16 of this type was synthesized by twofold esterification with an isoxazolo[60]fullerenecarboxylic acid derivative. In the latter case the reaction was used to link the archimedic polyhedron fullerene with the platonic element cubane. When a bulky spacer between the fullerene units was used, atropisomeres 8a–b occurred. The fullerene derivative 11 with an anthracene moiety exhibited axial chirality.

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Regioselektive, durch einen Kronenether- Spacer kontrollierte Synthese vontrans-1- Fulleren-Bisaddukten: Alkalimetallionen- abhängige Redoxeigenschaften von Fulleren-Kronenether-Konjugaten

et al. 1998

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Die regioselektive Bingel‐Makrocyclisierung der C60‐Kohlenstoffkugel mit einem Bismalonat, das einen Dibenzo[18]krone‐6‐Spacer enthält, eröffnet erstmals einen allgemeinen Zugang zu trans‐1‐Fulleren‐Bisaddukten wie (±)‐1. Die Komplexierung von Kaliumionen durch (±)‐1 hat einen starken Einfluß auf die Redoxeigenschaften des Fullerens infolge der engen räumlichen Nähe zwischen der Fullerenoberfläche und dem kronenethergebundenen Kation, die sich aus der doppelten Verbrückung ergibt.

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Buckminsterfulleren‐Addukte von ortho‐Chinodimethanen

Abstract: Verbindung 2 lafit sich durch Friedel-Crafts-Reaktion mit dem leicht zuganglichen Carbonsaurechlorid 6['] (Zinntetrachlorid als Katalysator und Losungsmittel) in 7 uberfuhren. Die

Cited by 22 publications

References 30 publications

Cycloaddition Reactions of Butadiene and 1,3‐Dipoles to Curved Arenes, Fullerenes, and Nanotubes: Theoretical Evaluation of the Role of Distortion Energies on Activation Barriers

Cycloaddition Reactions of Butadiene and 1,3‐Dipoles to Curved Arenes, Fullerenes, and Nanotubes: Theoretical Evaluation of the Role of Distortion Energies on Activation Barriers

Synthesis of Isoxazolo[60]fullerenes with Dumb-Bell-Type Structure and Atropisomeric Properties

Regioselektive, durch einen Kronenether- Spacer kontrollierte Synthese vontrans-1- Fulleren-Bisaddukten: Alkalimetallionen- abhängige Redoxeigenschaften von Fulleren-Kronenether-Konjugaten

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