Syntheses of phenothiazinylboronic acid derivatives -: Suitable starting points for the construction of redox active materials

被引：48

作者：

Krämer, CS ^{[1
]}

Zimmermann, TJ ^{[1
]}

Sailer, M ^{[1
]}

Müller, TJJ ^{[1
]}

机构：

[1] Univ Munich, Dept Chem, D-81377 Munich, Germany

来源：

SYNTHESIS-STUTTGART | 2002年 / 09期

关键词：

borylation; coupling; dendrimers; heterocycles;

D O I：

10.1055/s-2002-32527

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Phenothiazinylboronic acid derivatives 3,7 and 9, useful building blocks for the construction of oligophenothiazines, are readily synthesized in good yield from brominated phenothiazines 5 and 6 by bromine-lithium exchange followed by trapping with trialkylborate (route A) or by palladium-catalyzed borylation with tetramethyl dioxoborolane (8) (route B). The novel class of tetrakis(phenothiazinylphenyl)methanes 11, showing remarkably large Stokes shifts and a reversible low oxidation potential, can be prepared in good yield by Suzuki coupling of tetrakis(p-bromophenyl)methane (10) with 3a.

引用

页码：1163 / 1170

页数：8

共 65 条

[51] Catalytic cross-coupling reactions in biaryl synthesis [J].