Universität Würzburg , Institut für Organische Chemie, Am Hubland, 97074 Würzburg, Germany.
Org Lett. 2013 Sep 20;15(18):4674-7. doi: 10.1021/ol401946g. Epub 2013 Sep 9.
To address the absence of synthetic routes to access easily functionalizable, non-aggregating, and soluble bay-unsubstituted perylene bisimide dyes, an efficient, three-step, multigram-scale synthesis of the divergent building block N,N'-bis(4-bromo-2,6-diisopropylphenyl)perylene-3,4:9,10-tetracarboxylic bisimide is reported. Suzuki coupling yields new dyes that maintain excellent solubility and exhibit unity quantum yields in CHCl3, THF, toluene, and CH3CN. The methodology reported here enables access to dyes with sensitive functional groups such as aldehydes that are not accessible by traditional imidization routes.
为了解决无法获得易于功能化、不聚集和可溶解的缺硼苝二酰亚胺染料的合成途径这一问题,我们报道了一种高效、三步、多克规模的发散构建块 N,N'-双(4-溴-2,6-二异丙基苯基)苝-3,4:9,10-四羧酸双酰亚胺的合成方法。Suzuki 偶联得到了新的染料,这些染料保持了优异的溶解性,并在 CHCl3、THF、甲苯和 CH3CN 中表现出 unity 量子产率。这里报道的方法学能够获得具有敏感官能团(如醛基)的染料,而这些官能团是无法通过传统的酰亚胺化途径获得的。