33731-54-3Relevant articles and documents
An Unexpected 4,5-Diphenyl-2,7-naphthyridine Derivative with Aggregation-Induced Emission and Mechanofluorochromic Properties Obtained from a 3,5-Diphenyl-4H-pyran Derivative
Xiao, Fuming,Wang, Mengzhu,Lei, Yunxiang,Xie, Yufeng,Liu, Miaochang,Zhou, Yunbing,Gao, Wenxia,Huang, Xiaobo,Wu, Huayue
, p. 3437 - 3443 (2020)
For a specific fluorescent molecule, the increase of molecular conformation distortion is beneficial to endow it with aggregation-induced emission (AIE) and mechanofluorochromic (MFC) properties. Herein, 3,5-diphenyl-4H-pyran derivative 5 and 4,5-diphenyl-2,7-naphthidine derivative 7 with highly twisted conformations were synthesized. For compound 5, although the introduction of phenyl rings with large steric hindrance at 3 and 5 positions of the 4H-pyran skeleton realized the transformation from aggregation-induced quenching (ACQ)-active molecule to AIE-active molecule, it only showed a low-contrast MFC activity. Compound 7 was accidentally obtained from compound 5 and n-butylamine via a ring-opening and subsequent intramolecular ring-closing mechanism. Compound 7 was confirmed to have a highly twisted molecular conformation by the crystal structural analysis and exhibited AIE activity originated from the restriction of intramolecular rotation. Furthermore, compound 7 exhibited reversible high-contrast MFC activity. Upon grinding, the change of solid-state fluorescence color from orange to yellow was confirmed to be due to the partial destruction of crystal structure. This work provides new ideas for the design and synthesis of novel AIE-active and MFC-active fluorescent molecules based on ACQ-active parent molecules.
One-pot synthesis of 4h-pyran-4-one carboxaldehyde derivatives by using selenium dioxide as a reusable oxidant
Habibi,Bayat,Marandi,Mehrdadsharif,Salahi
experimental part, p. 5239 - 5241 (2012/09/21)
A simple, fast, efficient and basic method for synthesis of symmetrical 4H-pyran-4-one carboxaldehyde derivatives from 2,6-dimethyl- 3,5-diphenyl-4H-pyran-4-one derivative has been reported. The reaction time is effectively reduced from 72 h to 1 min with
