Application In Synthesis of 2-(1H-Benzo[d]imidazol-2-yl)aniline《Molecular design of amino-type hydrogen-bonding molecules for excited-state intramolecular proton transfer (ESIPT)-based fluorescent probe using the TD-DFT approach》 was published in 2021. The authors were Kanlayakan, Narissa;Kungwan, Nawee, and the article was included in《New Journal of Chemistry》. The author mentioned the following in the article:
A mol. screening has been carried out for fluorescent probes harnessing excited-stated intramol. proton transfer (ESIPT) of NH-type mols. having aminophenyl or tosylaminophenyl as a proton donor and benzimidazole, benzoxazole, benzothiazole, or imidazo[1,2-a]pyridine as a proton acceptor with different substituents using time-dependent d. functional theory. Among the designed ESIPT mols., 2-(2′-tosylaminophenyl)benzimidazole, 2-(2′-tosylaminophenyl)benzothiazole, and 2-(2′-tosylaminophenyl)imidazo[1,2-a]pyridine with dimethylamino in the tosylaminophenyl and/or cyano in the benzimidazole, benzothiazole, and imidazo[1,2-a]pyridine, resp., were revealed to be the best five candidates because they passed the screening requirements, including photophys., kinetics, and thermodn. parameters. Here, these five candidates required less photo-absorption around 380 nm and emitted the tautomer peaks in the near IR (NIR) region, leading to large Stokes shifts (~200 nm) with no self-reabsorption, which are important characteristics for fluorescent probes. The NIR emission is caused by the intramol. charge-transfer character of the strong electron-donating dimethylamino in the tosylaminophenyl moiety and heteroatoms in the benzimidazole/benzothiazole/imidazo[1,2-a]pyridine moiety as evidenced by the electron-d. differences and frontier MOs. In addition, they exhibit high photo-acidity and photo-basicity (low PT barrier with highly exothermic) to warrantee the ESIPT. Therefore, the obtained screening information in this work could be beneficial for designing new ESIPT fluorescent-based probes. And 2-(1H-Benzo[d]imidazol-2-yl)aniline (cas: 5805-39-0) was used in the research process.
2-(1H-Benzo[d]imidazol-2-yl)aniline(cas:5805-39-0 Application In Synthesis of 2-(1H-Benzo[d]imidazol-2-yl)aniline) is a chemical reagent used in the synthesis of small molecule inhibitors targeting ubiquitin-like domains for treatments of diseases caused by the cellular accumulation of damaged proteins.
Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem