New sterically hindered di-o-quinones of the biphenyl series

被引：18

作者：

Abakumov, GA ^{[1
]}

Nevodchikov, VI ^{[1
]}

Druzhkov, NO ^{[1
]}

Zakharov, LN ^{[1
]}

Abakumova, LG ^{[1
]}

Kurskii, YA ^{[1
]}

Cherkasov, VK ^{[1
]}

机构：

[1] RUSSIAN ACAD SCI,GA RAZUVAEV INST ORGANOMET CHEM,NIZHNII NOVGOROD 603600,RUSSIA

来源：

RUSSIAN CHEMICAL BULLETIN | 1997年 / 46卷 / 04期

基金：

俄罗斯基础研究基金会;

关键词：

synthesis; di-o-quinones; structure; IR spectroscopy; NMR; x-ray structural analysis;

D O I：

10.1007/BF02495211

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

New di-o-quinones of the biphenyl series, namely, 2,2'-dialkyl-5,5'-di-tert-butylbiphenyl-3,4,3',4'-diquinones, were synthesized. Their structures were established by IR and NMR spectroscopy. The molecular structure of 2,2'-dimethyl-5,5'-di-tert-butylbiphenyl-3,4,3',4'-diquinone was established by X-ray structural analysis. The structure is characterized by orthogonal (the torsion angle is 82.9 degrees) mutual arrangement of o-benzoquinone fragments. ESR studies demonstrated that chemical reduction of diquinone proceeds in four one-electron stages to form paramagnetic mono- and trianions as intermediates. Quinopyrocatechols, which are intermediates in the synthesis of di-o-quinones, were isolated and characterized.

引用

页码：771 / 776

页数：6