Esercİ Hande, ÖztÜrk Ezel, Okutan Elif
Department of Chemistry, Faculty of Science, Gebze Technical University, Gebze, Kocaeli Turkey.
Turk J Chem. 2020 Feb 11;44(1):74-86. doi: 10.3906/kim-1907-44. eCollection 2020.
Three new 2-component unsubstituted ( ), diiodo- ( ), and dibromo- ( ) distyryl-BODIPY-bridged cyclotriphosphazene dimers were designed and synthesized. The newly synthesized BODIPY-cyclotriphosphazene systems were characterized by H, C, and P NMR spectroscopy. The photophysical properties of the distryl-BODIPYs (4-6) and BODIPY-cyclotriphosphazene dyads ( - ) were studied by UV-Vis absorption and fluorescence emission spectroscopy. In these derivatives, the bino-type cyclotriphosphazene derivative bearing unsubstituted BODIPY unit exhibited high fluorescence and no singlet oxygen generation due to the lack of spin converter. The attachment of heavy atoms (iodine and bromine) enabled the production of singlet oxygen. The bino-type BODIPY-cyclotriphosphazenes ( and ) were also used as triplet photosensitizers in the photooxidation of 1,3-diphenylisobenzofuran to endoperoxide via generation of the singlet oxygen in dichloromethane. The singlet oxygen production of these compounds was also investigated via a direct method and produced a singlet oxygen phosphorescence peak at 1270 nm.
设计并合成了三种新型的二组分未取代（ ）、二碘代（ ）和二溴代（ ）二苯乙烯基 - BODIPY桥连环三磷腈二聚体。通过氢谱、碳谱和磷谱核磁共振波谱对新合成的BODIPY - 环三磷腈体系进行了表征。利用紫外 - 可见吸收光谱和荧光发射光谱研究了二苯乙烯基 - BODIPY（4 - 6）和BODIPY - 环三磷腈二元体系（ - ）的光物理性质。在这些衍生物中，带有未取代BODIPY单元的双型环三磷腈衍生物由于缺乏自旋转换器而表现出高荧光且不产生单线态氧。重原子（碘和溴）的连接使得单线态氧得以产生。双型BODIPY - 环三磷腈（ 和 ）还在二氯甲烷中通过产生单线态氧被用作三重态光敏剂，用于将1,3 - 二苯基异苯并呋喃光氧化为内过氧化物。还通过直接方法研究了这些化合物的单线态氧产生情况，并在1270 nm处产生了单线态氧磷光峰。
