Bonnier Catherine, Bender Timothy P
Department of Chemical Engineering and Applied Chemistry, University of Toronto, 200 College St., Toronto M5S 3E5, ON, Canada.
Department of Materials Science and Engineering, University of Toronto, 184 College St., Toronto M5S 3E4, ON, Canada.
Molecules. 2015 Oct 7;20(10):18237-45. doi: 10.3390/molecules201018237.
We are reporting the unexpected reaction between bromo-boron subphthalocyanine (Br-BsubPc) and THF, 1,4-dioxane or γ-butyrolactone that results in the ring opening of the solvent and its addition into the BsubPc moiety. Under heating, the endocyclic C-O bond of the solvent is cleaved and the corresponding bromoalkoxy-BsubPc derivative is obtained. These novel alkoxy-BsubPc derivatives have remaining alkyl-bromides suitable for further functionalization. The alkoxy-BsubPcs maintain the characteristic strongly absorption in visible spectrum and their fluorescence quantum yields.
我们报道了溴代硼亚酞菁(Br-BsubPc)与四氢呋喃(THF)、1,4-二氧六环或γ-丁内酯之间意外的反应,该反应导致溶剂开环并加成到BsubPc部分。在加热条件下,溶剂的内环C-O键断裂,得到相应的溴代烷氧基-BsubPc衍生物。这些新型的烷氧基-BsubPc衍生物含有可用于进一步官能化的残留烷基溴。烷氧基-BsubPcs在可见光谱中保持其特征性的强吸收以及荧光量子产率。