Redox Switching in Ethenyl- Bridged Bisphospholes

被引：7

作者：

Arkhypchuk, Anna I. ^{[1
]}

Mijangos, Edgar ^{[1
]}

Lomoth, Reiner ^{[1
]}

Ott, Sascha ^{[1
]}

机构：

[1] Uppsala Univ, Dept Chem, Angstrom Labs, S-75120 Uppsala, Sweden

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2014年 / 20卷 / 49期

基金：

瑞典研究理事会;

关键词：

conjugation; cyclic voltammetry; electrochromism; phosphaorganic chemistry; BUILDING-BLOCK; DERIVATIVES; CHEMISTRY; PHOSPHOLES; OLIGOMERS;

D O I：

10.1002/chem.201405525

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A 2e(-)/2H(+) redox platform has been implemented in the ethenyl-bridged bisphosphol-3-ol 1 to afford the first phospholes that feature chemically reversible oxidations. Oxidation of the title compounds to the corresponding bisphosphol-3-one 2 leads to a change in conjugation topology and a concomitant hypsochromic shift of the lowest-energy absorption maximum by 100nm. Electrochemical oxidation proceeds without any detectable intermediates, whereas the deprotonated form of 1 can be observed in an aprotic medium during the reduction of 2. This dianionic intermediate 3 is characterized by end absorptions that are bathochromically shifted by circa 200nm compared to those of 2.

引用

页码：16083 / 16087

页数：5

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