Chapter 9. Fullerene Reactivity – Fullerene Cations and Open-Cage Fullerenes
- Prof. Michael M. Haley2,
- Prof. Rik R. Tykwinski3
Published Online: 13 JUN 2006
DOI: 10.1002/3527607994.ch9
Copyright © 2006 Wiley-VCH Verlag GmbH & Co. KGaA
Book Title
Carbon-Rich Compounds: From Molecules to Materials
Additional Information
How to Cite
Kitagawa, T., Murata, Y. and Komatsu, K. (2006) Fullerene Reactivity – Fullerene Cations and Open-Cage Fullerenes, in Carbon-Rich Compounds: From Molecules to Materials (eds M. M. Haley and R. R. Tykwinski), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, FRG. doi: 10.1002/3527607994.ch9
Editor Information
- 2
Department of Chemistry, University of Oregon, Eugene, Oregon 97403-1253, USA
- 3
Department of Chemistry, University of Alberta, Edmonton, Alberta, T6G 2G2, Canada
Publication History
- Published Online: 13 JUN 2006
- Published Print: 6 FEB 2006
ISBN Information
Print ISBN: 9783527312245
Online ISBN: 9783527607990
- Summary
- Chapter
Keywords:
- carbon-rich compounds;
- fullerene reactivity;
- fullerene cations;
- open-cage fullerenes;
- functionalized fullerene cations;
- derivatized C60 and C70 cations;
- electrophilic functionalization of carbon nanotubes
Summary
This chapter contains sections titled:
Introduction
Functionalized Fullerene Cations
Derivatized C60 and C70 Cations
Generation of Derivatized C60 and C70 Cations as Long-lived Species
Reactions via RC60+ and RC70+ Intermediates
Thermodynamic Stabilities of RC60+ and RC70+
Aza[60]fullerene Cation C59N+
Generation of C59N+
Reactions via C59N+
Electrophilic Functionalization of Carbon Nanotubes
Open-Cage Fullerenes to Endohedral Fullerenes
Synthesis of Open-Cage Fullerene Derivatives
An Open-Cage Fullerene with a 14-Membered-Ring Orifice
Open-Cage Fullerenes with a 12-Membered-Ring Orifice
Enlargement of the Orifice by Insertion of a Sulfur Atom
Enlargement of the Orifice by Reaction with Aromatic Hydrazine or Diamine
Insertion of a Small Guest into Open-Cage Fullerene Derivatives
Insertion of a Helium Atom and a Hydrogen Molecule
Insertion of a Water Molecule
Synthesis of an Endohedral Fullerene by Closure of the Orifice
Summary and Conclusion
Experimental: Selected Procedures
Synthesis of 1-Chloro-4-dichloromethyl-1,4-dihydro[60]fullerene (12b)
Synthesis of 1-Dichloromethyl-4-hydroxy-1,4-dihydro[60]fullerene (2b)
Generation of Dichloromethylated [60]Fullerene Cation (3b)
Synthesis of an Open-Cage Fullerene with an Eight-membered-ring Orifice (49)
Synthesis of an Open-Cage Fullerene with a 12-Membered-ring Orifice (54)
Synthesis of an Open-Cage Fullerene with a 13-Membered-ring Orifice (56)