134789-80-3Relevant academic research and scientific papers
Mechanofluorochromism based on BOPIM complexes: The effect of substituents and regulation of the direction of the emission color changes
Zhan, Yong,Wang, Xin,Wang, Yunhan,Xu, Yongnan
, p. 1 - 9 (2019/04/13)
Novel boron 2-(2′-pyridyl)imidazole (BOPIM) complexes T1, T2 and T3 with different substituents (including bromo, tert-butyl and methoxyl) on the benzene ring of BOPIM dyes have been designed and synthesized, and their optical properties in both solution and the solid state were investigated and compared. The three compounds exhibited typical intramolecular charge transfer (ICT) characteristics. Solvent-dependent UV-vis absorption, fluorescence emission spectra and quantum chemical calculation indicated a molecular push-pull electronic structure. Their ICT degrees increased with the sequence of T1 T2 T3. The analysis of the X-ray crystal structure revealed the twisted molecular conformation of BOPIM dyes. Furthermore, they showed remarkable reversible mechanofluorochromic (MFC) features under mechanical force. It was found that the MFC activities could be tuned easily by changing the substituents on the BOPIM dyes. T1 exhibited emission color change from bright green to yellowish green with a spectral red-shift of only 22 nm under mechanical stimuli, whereas T2 and T3 gave the large spectral red-shifts of 36 and 30 nm. Electronic and steric effects of the substitutes were proved playing significant roles in regulating the ICT effect and intermolecular interactions. More importantly, the remarkable effect of substituents on the MFC behaviors of BOPIM dyes will provide an effective way to obtain novel high-contrast MFC dyes.
Practical multi-component synthesis of di-or tri-aryl (heteraryl) substituted 2-(pyridin-2-yl)imidazoles from simple building blocks
Wu, Xiao-Jin,Jiang, Ran,Xu, Xiao-Ping,Su, Xiao-Ming,Lu, Wei-Hong,Ji, Shun-Jun
experimental part, p. 829 - 835 (2011/01/13)
A convenient and highly efficient multicomponent protocol has been developed for the synthesis of various poly-substituted 2-(pyridin-2-yl) imidazoles from 2-cyanopyridine, corresponding aromatic aldehydes, and NH 4OAc/primary amine. Notably, tri-substituted 2-(pyridin-2-yl) imidazoles were highly yielded when aromatic primary amines were used as substrates, but both di-and tri-substituted 2-(pyridin-2-yl)imidazoles were obtained in one pot when some aliphatic primary amines were used as substrates.
Microwave enabled umpulong mechanism based rapid and efficient four- and six-component domino formations of 2-(2′-azaaryl)imidazoles and anti-1,2-diarylethylbenzamides
Jiang, Bo,Wang, Xiang,Shi, Feng,Tu, Shu-Jiang,Ai, Teng,Ballew, Austin,Li, Guigen
supporting information; experimental part, p. 9486 - 9489 (2010/03/04)
(Chemical Equation Presented) Concise and efficient six-component and four-component domino approaches to anti-1,2-diarylethylbenzamides and highly substituted 2-(2′-azaaryl)imidazoles have been developed under solvent-free and microwave-irradiation condi
