Syntheses, characterizations, and properties of 1,4-phenylene and 4,4′-biphenylene bridged BOBPY dimers

被引：1
|
作者：
Wang, Jun [1 ,2 ]
Zuo, Huiquan [2 ]
Wu, Qinghua [3 ]
Hao, Erhong [2 ]
Jiao, Lijuan [2 ]
机构：
[1] Hefei Normal Univ, Dept Chem & Chem Engn, Anhui Engn Lab Med & Food Homologous Nat Resources, Hefei, Peoples R China
[2] Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Funct Mol Solids, Anhui Lab Mol Based Mat,Minist Educ, Wuhu, Peoples R China
[3] Anhui Univ Chinese Med, Sch Pharm, Hefei, Peoples R China
来源：
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES | 2023年 / 27卷 / 01期
关键词：
BOBPY; dimer; bridged; solvent-dependent; photostable; TRIPLET EXCITED-STATE; LARGE STOKES SHIFT; ONE-POT SYNTHESIS; BODIPY DYES; ENERGY-TRANSFER; FUSED BODIPY; DEHYDROGENATIVE STRATEGY; PHOTOPHYSICAL PROPERTIES; SYMMETRY-BREAKING; FLUORESCENCE;
D O I：
10.1142/S1088424622500936
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Two novel phenylenes (1,4-phenylene and 4,4'-biphenylene) bridged dimeric BOBPY (Boron complexed N2O-type benzopyrromethenes) were designed and synthesized from the one-pot condensation of pyrrole with formylisoindole and subsequent complexation with diboronic acid. These novel dyes were fully characterized by NMR spectroscopy, HRMS, absorption and fluorescence emission spectroscopy, and cyclic voltammetry. These resulting BOBPY dimers are highly photostable and show intense absorption and emission in the region of 618 to 644 nm with high absorption coefficients and solvent-dependent fluorescence quantum yields. The electronic interactions between BOBPY units are related with length of the linker. And the dimer with short 1,4-phenylene linker was more sensitive to the polarity of the solvents than that of the other dimer, suggesting that the short linkage allowed stronger electronic communication between the two BOBPY units.
引用
收藏
页码：304 / 313
页数：10
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