Reaction of phenyllithium with 3,5-di-tert-butyl-o-benzoquinone (TBQ) and structure of Li+(TBSQ(center dot-)) in solution

被引：14

作者：

Brown, MA ^{[1
]}

McGarvey, BR ^{[1
]}

Ozarowski, A ^{[1
]}

Tuck, DG ^{[1
]}

机构：

[1] UNIV WINDSOR,DEPT CHEM & BIOCHEM,WINDSOR,ON N9B 3P4,CANADA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1996年 / 118卷 / 40期

关键词：

D O I：

10.1021/ja9613466

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reaction between phenyllithium and substituted o-quinones (3,5-di-tert-butyl-1,2-benzoquinone (TBQ), 1,2-naphthoquinone, 9,10-phenanthrenequinone) results in the oxidation of C6H5- to C6H5., with the subsequent formation of biphenyl. Metathetical reactions yield M(TBSQ) (M = Li, Na, K; TBSQ(-) = 3,5-di-tert-butyl-1,2-benzosemiquinone) and the adduct Li(TBSQ)bpy (bpy = 2,2'-bipyridine). Solutions of Li(TBSQ) + pyridine in toluene contain triradical species, and analysis of the EPR spectra bads to values for the spin-spin parameters. Similar results have been obtained for Na(TBSQ). An ideal structure has been calculated for [Li(C6H4O2.)](3); the magnetic properties for the resultant model are in good agreement with the experimental values, and the bond distances and angles with those for known oligomeric lithium complexes.

引用

页码：9691 / 9694

页数：4

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