针对BODIPY类化合物Stokes位移小的致命缺点，本项目拟利用激发态质子转移发光的原理，发展两大类具有大Stokes位移的氟硼吡咯及类氟硼吡咯化合物。(I）发展一系列含活泼酚羟基的氟硼吡咯及类氟硼吡咯化合物，利用分子间的质子转移，获得具有大Stokes位移的目标分子；(II）利用分子内质子转移原理，合成几个新型氟硼吡咯化合物。通过上述研究，建立合成具有大Stokes位移的含活泼羟基的BODIPY或类BODIPY的新型有机共轭分子体系的研究平台。在具有分子间质子转移现象的分子中，酚羟基的邻位引入金属离子配体，根据配位与脱氢原理，发展在近红外区（NIR）有强发光特性的新型荧光探针体系；在具有分子内质子转移现象的分子中引入cage 基团，阻止分子内质子转移现象，根据去除cage 基团前后，分子吸收、发光发生明显变化的机制，创建几个生物活性小分子荧光探针。

To overcome the limitation of BODIPYs with small Stokes shifts, two series of BODIPYs with relatively large Stokes shifts are developed based on excited-states proton transfer. One target is construction of BODIPYs containing phenol group, in which intermolecular proton transfer can be observed; the other is the development of BODIPYs with excited-states intramolecular proton transfer properties. By the above study, we aim to construct the platform for novel BODIPYs with relatively large Stokes shifts. Furthermore, we present the design and synthesis of new classes of NIR probes by the incorporation of responsive receptors into 6-hydroxyindole-based BODIPY framework, which gives a turn-on NIR emission through the synergical effect of chelation and deprotonation. Several fluorescent probes for biomolecules are also developed based on the new designed BODIPYs, in which the phenol group is capped by protecting group and excited-states intramolecular proton transfer is blocked. Specific reaction induced by target molecules can release the core BODIPYs, recalling excited-states intramolecular proton transfer properties.