Design and synthesis of stable four-coordinated benzotriazole-borane with tunable fluorescence emission.
Qi TangShi-Jun LiXiaohan YeTeng YuanKai ZhaoYing HeChuan ShanLukasz WojtasDavid RichardsonYu LanXiaodong ShiPublished in: Chemical science (2022)
A new class of stable four-coordinated benzotriazole-borane compounds was developed via gold-catalyzed alkyne hydroboration. The application of polymeric (BH 2 CN) n reagent gave the formation of cyano-amine-boranes (CAB) complexes with less basic N-heterocyclic amines and anilines. Various new CABs were investigated in catalytic hydroboration to synthesize N-B cycles. The 1,2,3-benzotriazoles were identified as the only feasible N-source, giving the four coordinated borane N-B cycles (BTAB) in excellent yields (up to 90%) with good functional group tolerability. This new class of polycyclic N-B compounds showed excellent stability toward acid, base, high temperature, and photo-irradiation. The facile synthesis, excellent stability, strong and tunable fluorescence emission make BTAB interesting new fluorescent probes for future chemical and biological applications.
Keyphrases
- energy transfer
- high temperature
- single molecule
- quantum dots
- living cells
- drug delivery
- atomic force microscopy
- small molecule
- open label
- current status
- room temperature
- cancer therapy
- squamous cell carcinoma
- radiation induced
- solid state
- silver nanoparticles
- radiation therapy
- crystal structure
- light emitting
- double blind
- ionic liquid