Synthesis of [60]fullerene-fused tetrahydronaphthalene and indane derivatives via a pathway switched by aluminum chloride.
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.
Hefei National Laboratory for Physical Sciences at Microscale, and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, PR China.
Tong-Xin
TX
Liu
Fa-Bao
FB
Li
Guan-Wu
GW
Wang
D000077410:Aluminum Chloride; D017607:Aluminum Compounds / Q000737:chemistry*; D002712:Chlorides / Q000737:chemistry*; D005609:Free Radicals / Q000737:chemistry; D037741:Fullerenes / Q000737:chemistry*; D007189:Indans / Q000737:chemistry*; D015394:Molecular Structure; D013764:Tetrahydronaphthalenes / Q000737:chemistry*
D017607:Aluminum Compounds; D002712:Chlorides; D005609:Free Radicals; D037741:Fullerenes; D007189:Indans; D013764:Tetrahydronaphthalenes; D000077410:Aluminum Chloride; C093582:indan; C069837:fullerene C60