A double concave hydrocarbon buckycatcher

被引:442
作者
Sygula, Andrzej [1 ]
Fronczek, Frank R.
Sygula, Renata
Rabideau, Peter W.
Olmstead, Marilyn M.
机构
[1] Mississippi State Univ, Dept Chem, Mississippi State, MS 39762 USA
[2] Louisiana State Univ, Dept Chem, Baton Rouge, LA 70803 USA
[3] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA
关键词
D O I
10.1021/ja070616p
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Double Diels-Alder addition of isocorannulenofuran to dibenzocyclooctadiyne followed by deoxygenation produces a molecular tweezers C60H28 with two corannulene pincers and a tetrabenzocyclooctatetraene tether. X-ray crystal structure determination of its inclusion complex with buckminsterfullerene C-60 provides experimental evidence for the importance of attractive concave-convex pi-pi interactions in the supramolecular chemistry of fullerenes with buckybowls. An association constant of 8600 +/- 500 M-1 was estimated for the complex formation by NMR titration experiment in toluene-d8.
引用
收藏
页码:3842 / +
页数:3
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