38268-21-2Relevant academic research and scientific papers
Hexaphenylbenzene based push-pull fluorophores displaying intriguing polarity-dependent fluorescence behavior, AIE(E) characteristics and mega-large Stokes shifts
Cao, Xiaohui,Li, Si,Li, Yan,Xu, Bo,Yang, Qiusheng,Yin, Guohui,Zhang, Yuecheng,Zhao, Jiquan
, (2021/12/10)
In general, most donor-acceptor type fluorophores are known to exhibit solvatochromic behavior and obey the energy gap law simultaneously, showing decreased emission with increasing solvent polarity. In this work, four push-pull hexaphenylbenzene (HPB) derivatives 1–4 have been designed and synthesized by introducing methoxy and dicyanovinyl groups at the tip of aromatic blades, which behave exceptionally polarity-dependent emission properties. In the low to medium solvent polarity region, the four dipole fluorophores display gradually enhanced fluorescence, whereas a reverse trend is observed with the further increase of solvent polarity. Meanwhile, 1–4 are found to exhibit the strongest emission at the same wavelength remarkably, which appears to be somewhat relevant to the intrinsic characteristics of dicyanovinyl-phenyl acceptor. A mechanistic scheme containing a conical intersection (CI) has been proposed to explain the up-down emission of 1–4 with increasing solvent polarity. Large Stokes shifts (up to 254 nm) and AIE(E) characteristics have also been achieved in these four HPB fluorophores. Besides, fluorophores 1–4 exhibit obvious freezing-solution induced chromism (FSIC), demonstrating an enhancement of the local matrix polarity upon freezing solutions.
Diels-alder reaction of isobenzofurans/cyclopentadienones with tetrathiafulvalene: Preparation of naphthalene, fluoranthene, and fluorenone derivatives
Karunakaran, Jayachandran,Mohanakrishnan, Arasambattu K.
supporting information, p. 966 - 970 (2018/02/23)
Diels-Alder reaction of 1,3-diarylbenzo[c]furan/cyclopentadienone with TTF followed by triflic acid mediated cleavage of the resulting adducts led to the formation of the respective 1,4-diaryl substituted naphthalenes, fluoranthenes, and fluorenones. The photophysical properties of representative diaryl-substituted hydrocarbons are also reported.
Racemisation of 1-arylethylamines with Shvo-type organoruthenium catalysts
Apps, James F. S.,Livingston, Andrew G.,Parrett, Mark R.,Pounder, Ryan J.,Taylor, Paul C.,Turner, Andrew R.
, p. 1391 - 1394 (2014/06/23)
Variation of the electronic nature of the tetraphenylcyclopentadienone ligand in organoruthenium complexes influences their utility for racemisation of model chiral amines. Our study highlights the need to balance reactivity and selectivity in the design of racemisation catalysts. Electron-poor Shvo-type catalysts are, at first sight, more effective for racemisation, but yield more by-product; electron-rich complexes are less proficient at racemisation, but lead to less by-product.
Efficient synthesis of substituted polyarylphthalimides via cycloaddition of cyclopentadienones with 2-bromomaleimide
Vanel, Rémi,Berthiol, Florian,Bessières, Bernard,Einhorn, Cathy,Einhorn, Jacques
, p. 1293 - 1295 (2011/07/07)
Functionalized tetraarylphthalimides or diarylphthalimides fused with an acenaphthene moiety have been prepared in one step from 2-bromomaleimide and tetraarylcyclopentadienones (tetracyclones) or 7,9-diaryl-8H- cyclopentacenaphthylene-8-ones (acecyclones
Predicting the UV-vis spectra of tetraarylcyclopentadienones: Using DFT molecular orbital energies to model electronic transitions of organic materials
Potter, Robert G.,Hughes, Thomas S.
, p. 2995 - 3004 (2008/09/19)
(Chemical Equation Presented) Tetraphenylcyclopentadienone, due to its intrinsically low HOMO-LUMO gap, has been suggested as a valuable repeat unit in conducting polymers for nanoscale electronics. The HOMO and LUMO of tetraphenylcyclopentadienone appear
