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1,6 和 1,7 苝二酰亚胺及四羧酸二酐的合成与性能。

Syntheses and properties of 1,6 and 1,7 perylene diimides and tetracarboxylic dianhydrides.

机构信息

Department of Chemistry, Oklahoma State University, 107 Physical Sciences, Stillwater, Oklahoma 74074, USA.

出版信息

Org Lett. 2011 Sep 2;13(17):4724-7. doi: 10.1021/ol2019407. Epub 2011 Aug 10.

DOI:10.1021/ol2019407
PMID:21830765
Abstract

Via Sonogashira cross-coupling with different alkynes, 1,6 and 1,7 perylene diimides (PDIs) and perylene tetracarboxylic dianhydrides (PTCDs) were synthesized from the corresponding regioisomeric mixture of 1,6/1,7-dibromo precursors. Both bulky triphenyl propyne (TPP) groups and nonbulky hexyl groups allow for facile chromatographic separation. The optical properties of these compounds are discussed. Neutral bay substituents hypsochromically shift both the absorption and emission through deformation from planarity of the perylene core.

摘要

通过 Sonogashira 交叉偶联与不同的炔烃,1,6 和 1,7 苝二酰亚胺(PDI)和苝四羧酸二酐(PTCD)可以从相应的 1,6/1,7-二溴前体的区域异构体混合物中合成。大体积的三苯基丙炔(TPP)基团和非大体积的己基基团允许方便的色谱分离。讨论了这些化合物的光学性质。中性 bay 取代基通过变形使苝核偏离平面,从而使吸收和发射红移。

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