A novel, simple, and reasonably efficient synthesis of 3,8-dibromo-1,10-phenanthroline, 3,6-dibromo-1,10-phenanthroline, 3,5,8-tribromo-1,10-phenanthroline, and 3,5,6,8-tetrabromo-1,10-phenanthroline is presented herein. The crucial role of a new catalyst (sulfur dichloride – SCl₂) for the bromination of 1,10-phenanthroline is reported. The bromination of 1,10-phenanthroline monohydrate in the presence of SCl₂ and pyridine yielded the brominated compounds, previously only possible through the complicated multi-step and tedious Skraup synthesis method. The application of the bromination catalyst SCl₂ as a medium-strength Lewis acid is demonstrated for the first time, and the results are compared with the behaviours of known weak (sulfur chloride – S₂Cl₂) and strong (thionyl chloride – SOCl₂) bromination catalysts. A reaction mechanism was proposed.

一种新颖，简单且合理有效的3,8-dibromo-1,10-菲咯啉，3,6-dibromo-1,10-菲咯啉，3,5,8-tribromo-1,10-菲咯啉和3的合成方法本文介绍了，5,6,8-四溴-1,10-菲咯啉。据报道，一种新型催化剂（二氯化硫– SCl ₂）对于1,10-菲咯啉的溴化具有至关重要的作用。在SCl ₂和吡啶的存在下对1,10-菲咯啉一水合物进行溴化可生成溴化化合物，以前只能通过复杂的多步繁琐的Skraup合成方法才能实现。首次证明了溴化催化剂SCl ₂作为中等强度的路易斯酸的应用，并将结果与​​已知的弱（氯化硫– S₂ Cl ₂）和强（亚硫酰氯– SOCl ₂）溴化催化剂。提出了一种反应机理。