Antiaromatic Dianions: Dianions of Dixanthyiidene by Reduction and Attempted Excited-State Deprotonation

被引：6
|
作者：
Black, Mary [1 ]
Woodford, Clifford [1 ]
Mills, Nancy S. [1 ]
机构：
[1] Trinity Univ, Dept Chem, San Antonio, TX 78212 USA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 07期
基金：
美国国家科学基金会;
关键词：
INDEPENDENT CHEMICAL-SHIFTS; CYCLIC VOLTAMMETRY; AROMATICITY INDEX; FLUORENYL CATIONS; DICATIONS; PARATROPICITY/ANTIAROMATICITY; CARBANIONS; GENERATION; ANION;
D O I：
10.1021/jo102449y
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Reduction of dixanthylidene with potassium or lithium resulted in formation of the c.ntiaromatic dianion in high yield. Attempts to form the dianion by excited-state deprotonation of dixanthene with n-butyllithium/TMEDA resulted in formation of the tetraanion from deprotonation ortho to the oxygen. Orientation of the sp(3) hydrogens presumably allows preferential deprotonation of the xanthene rings.
引用
收藏
页码：2286 / 2290
页数：5
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