Oxidative skeletal rearrangement of 1,1′-binaphthalene-2,2′-diamines (BINAMs) via C-C bond cleavage and nitrogen migration: a versatile synthesis of U-shaped azaacenes

被引:49
作者
Takeda, Youhei [1 ,2 ]
Okazaki, Masato [2 ]
Minakata, Satoshi [2 ]
机构
[1] Osaka Univ, Grad Sch Engn, Frontier Res Base Global Young Researchers, Suita, Osaka 5650871, Japan
[2] Osaka Univ, Grad Sch Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
关键词
N-HETEROACENES; SUBSTITUTION; ANNULATION; ELECTROLUMINESCENCE; DIMERIZATION; TRANSPORT; ACENES; OXIDES;
D O I
10.1039/c4cc04911j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An oxidative skeletal rearrangement of 1,1'-binaphthalene-2,2'-diamines (BINAMs) that involves the cleavage of a strong C-C single bond of the binaphthalene unit and the nitrogen migration has been discovered. The unprecedented rearrangement enables access to a series of U-shaped azaacenes otherwise difficult to prepare in a selective manner by classical methods. Moreover, physicochemical properties of the unique azaacenes have been comprehensively investigated.
引用
收藏
页码:10291 / 10294
页数:4
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