Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5271752 | Tetrahedron Letters | 2013 | 7 Pages |
Abstract
Fullerene equatorial bis-adducts have been prepared with high regioselectivity by a double Bingel reaction between [60]fullerene and di-t-butylsilylene-tethered bis-malonates. Macrocyclic bis-malonates incorporating di-t-butylsilylene moieties have also been prepared and used to functionalize C60 in multiple Bingel cyclopropanations. Fullerene bis-adducts with a cis-2 addition pattern and tris-adducts with an e,e,e addition pattern have been thus obtained. Finally, the bridging di-t-butylsilylene is not only a directing group for the cyclization step, it is also a protecting group that can be readily cleaved to afford the corresponding acyclic fullerene polyols.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Sebastiano Guerra, Thi Minh Nguyet Trinh, Franck Schillinger, Lucie Muhlberger, David Sigwalt, Michel Holler, Jean-François Nierengarten,