Direct Arylation as a Synthetic Tool for the Synthesis of Thiophene-Based Organic Electronic Materials

被引:295
作者
Schipper, Derek J. [1 ]
Fagnou, Keith [1 ]
机构
[1] Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
optical materials; PALLADIUM-CATALYZED ARYLATION; FIELD-EFFECT TRANSISTORS; INTERNAL CHARGE-TRANSFER; SENSITIZED SOLAR-CELLS; INTERMOLECULAR DIRECT ARYLATION; PROTON-ABSTRACTION MECHANISM; H BOND-CLEAVAGE; INTRAMOLECULAR ARYLATION; COUPLING REACTIONS; HYBRID SYSTEMS;
D O I
10.1021/cm103483q
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The efficient synthesis of thiophene based organic electronic materials can be carried out in high yields using simple starting materials by employing palladium-catalyzed direct arylation. The direct arylation method was applied to the (formal) synthesis of ten molecules that have exhibited promise for applications as optoelectronic materials. The syntheses feature the following advantages over traditional cross-coupling techniques: (1) higher yields, (2) fewer synthetic operations, (3) lower catalyst loadings, and (4) does not employ organometallic intermediates. The advantages of direct arylation make it an ideal strategy for the synthesis of thiophene containing organic electronic materials.
引用
收藏
页码:1594 / 1600
页数:7
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