4.8 Article

Synthesis of [60]Fullerene-Fused Tetrahydronaphthalene and Indane Derivatives via a Pathway Switched by Aluminum Chloride

Journal

ORGANIC LETTERS
Volume 13, Issue 22, Pages 6130-6133

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol202645z

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Funding

  1. National Natural Science Foundation of China [21132007, 20972145, 91021004]
  2. National Basic Research Program of China [2011CB921402]

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The addition of aluminum chloride to the manganese acetate-mediated radical reaction of [60]fullerene with 2-arylmalonates, 2-benzylmalonates, and 2-arylcyanoacetates can switch the reaction pathway and affords a variety of structurally novel and scarce [60]fullerene-fused tetrahydronaphthalene and indane derivatives. These products are formed probably through radical addition, followed by Friedel-Crafts-type annulation.

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