6688-61-5Relevant articles and documents
Photoinduced Double Proton Tautomerism in 4-Azabenzimidazole
Chou, Pi-Tai,Wu, Guo-Ray,Wei, Ching-Yen,Cheng, Chung-Chih,Chang, Chen-Pin,Hung, Fa-Tsai
, p. 10042 - 10052 (1999)
The proton-transfer tautomerism of 4-azabenzimidazole (4ABI) mediated by hydrogen bonding formation has been studied in the ground as well as in the excited state by means of absorption and emission spectroscopies. Thermodynamics of self-association and hydrogen-bonded complexes in nonpolar solvents were obtained. Proton-transfer isomers of 4ABI have been determined by syntheses and spectral characterization of various 4ABI methyl derivatives. The 4ABI dimer and 1:1 4ABI/acetic acid complex possessing cyclic dual hydrogen bonds undergoes a fast excited-state double proton-transfer reaction, resulting in a proton-transfer tautomer emission. Surprisingly, however, the ESDPT is prohibited in the 4ABI/2-azacyclohexanone cyclic hydrogen-bonded complex. The results render the conclusion that photoinduced double proton transfer in the 4ABI hydrogen-bonded complex can be fine-tuned by its associated guest molecule, as further supported by the molecular modeling as well as ab initio calculations.
Cu-Catalyzed C-H Allylation of Benzimidazoles with Allenes
Dong, Yaxi,Breit, Bernhard
, p. 6765 - 6769 (2021/09/11)
CuH-catalyzed intramolecular cyclization and intermolecular allylation of benzimidazoles with allenes have been described. The reaction proceeded smoothly with the catalytic system of Cu(OAc)2/Xantphos and catalytic amount of (MeO)2MeSiH. This protocol features mild reaction conditions and a good tolerance of substrates bearing electron-withdrawing, electron-donating, or electron-neutral groups. A new catalytic mechanism was proposed for this copper hydride catalytic system.
The Chameleonic Nature of Platinum(II) Imidazopyridine Complexes
Pinter, Piermaria,Pittkowski, Rebecca,Soellner, Johannes,Strassner, Thomas
, p. 14173 - 14176 (2017/10/07)
The synthesis and characterization of cyclometalated C^C* platinum(II) complexes with unique photophysical properties, aggregation induced enhancement of the quantum yields with a simultaneous decrease of phosphorescence lifetimes, is reported. Additional
N-Substituted Formamides as C1-Sources for the Synthesis of Benzimidazole and Benzothiazole Derivatives by Using Zinc Catalysts
Nale, Deepak B.,Bhanage, Bhalchandra M.
, p. 2835 - 2842 (2015/12/18)
An efficient and convenient one-pot protocol has been developed for the synthesis of a variety of benzimidazole, benzoxazole, and benzothiazole derivatives. This novel approach uses various o-phenylenediamines and N-substituted formamides (C1 sources) in a zinc-catalyzed cyclization in the presence of poly(methylhydrosiloxane) to afford the corresponding derivatives as sole products in moderate to excellent yields.