Polyaromatic Ribbons from Oligo-Alkynes via Selective Radical Cascade: Stitching Aromatic Rings with Polyacetylene Bridges

被引:61
作者
Byers, Philip M. [1 ]
Alabugin, Igor V. [1 ]
机构
[1] Florida State Univ, Dept Chem & Biochem, Tallahassee, FL 32306 USA
基金
美国国家科学基金会;
关键词
CARBON; GRAPHENE; CYCLIZATIONS; ENEDIYNES; GRAPHITE; CONSTRUCTION; HYDROCARBONS; 5-EXO-DIG; MONOMERS; SYSTEMS;
D O I
10.1021/ja3023626
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Selective radical generation in conjugated oligomeric o-aryleneethynylenes initiates an intramolecular cascade which involves five fast radical cyclizations followed by aromatization via a 1,5-H shift with a >93% yield per step. This radical cascade transformation opens a new avenue for the systematic and controlled preparation of functionalized graphene nanoribbons where, potentially, each of the peripheral aromatic rings can be different.
引用
收藏
页码:9609 / 9614
页数:6
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