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Selected Works of Mark R. Anderson
Article
Selective Formation of a Symmetric Sc3N@C78 Bisadduct:  Adduct Docking Controlled by an Internal Trimetallic Nitride Cluster
Journal of the American Chemical Society (2008)
  • Ting Cai, Virginia Polytechnic Institute and State University
  • Liaosa Xu, Virginia Polytechnic Institute and State University
  • Chunying Shu, Virginia Polytechnic Institute and State University
  • Hunter A. Champion, Virginia Polytechnic Institute and State University
  • Jonathan E. Reid, Virginia Polytechnic Institute and State University
  • Clemins Anklin
  • Mark R. Anderson, Kennesaw State University
  • Harry W. Gibson, Virginia Polytechnic Institute and State University
  • Harry C. Dorn, Virginia Polytechnic Institute and State University
Link
Abstract

In this paper we report a regioselective Bingel−Hirsch reaction of Sc3N@C78 yielding a single mono- and a dominate bis-ethyl malonate derivative for the first time. The Cs-symmetric monoadduct 1 and C2v-symmetric bisadduct 2 were isolated by HPLC and characterized by MS, UV−vis, and NMR spectroscopy. The symmetric bisadduct 2 clearly demonstrate the remarkable regioselectivity control exerted by the encapsulated Sc3N cluster. We have employed a LUMO electron density surface computational approach to predict multiadduct docking sites on the ellipsoidal fullerene cage surface.

Keywords
  • Benzene,
  • Benzen Derivatives,
  • Condensed Benzenoid Compounds
Disciplines
Publication Date
February 20, 2008
Citation Information
Ting Cai, Liaosa Xu, Chunying Shu, Hunter A. Champion, et al.. "Selective Formation of a Symmetric Sc3N@C78 Bisadduct:  Adduct Docking Controlled by an Internal Trimetallic Nitride Cluster" Journal of the American Chemical Society Vol. 103 Iss. 7 (2008)
Available at: http://works.bepress.com/mark_anderson1/15/