Boron in Disguise: The Parent "Fused" BN Indole

被引：74

作者：

Abbey, Eric R. ^{[1
]}

Zakharov, Lev N. ^{[1
]}

Liu, Shih-Yuan ^{[1
]}

机构：

[1] Univ Oregon, Dept Chem, Eugene, OR 97403 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 30期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

ELECTROPHILIC AROMATIC-SUBSTITUTION; C-C; TRYPTOPHAN; MECHANISM; BIOSYNTHESIS; DIVERSITY; CHEMISTRY; MELATONIN; ANALOGS;

D O I：

10.1021/ja205779b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

"Fused" BN indoles are an emerging class of boron-containing indole mimics, featuring geometric structure and electophilic aromatic substitution reactivity similar to those of indoles but exhibiting distinct electronic structure, leading to unique optoelectronic properties. Herein we report the synthesis of the parent N-H BN indole and provide a head-to-head comparison of the structural features, pK(a) values, and optoelectronic properties of this hybrid organic/inorganic indole with the classic natural indole.

引用

收藏

页码：11508 / 11511

页数：4

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