13752-40-4Relevant articles and documents
Synthesis and reactivity of anthracenyl-substituted arenediynes
Nagarjuna, Gavvalapalli,Ren, Yi,Moore, Jeffrey S.
, p. 3155 - 3159 (2015)
Cyclization reaction pathways of aryl-substituted arenediynes depend on the interplay between the steric interactions and electronic properties of the aryl substituents. Herein, to further probe the impact of bulky and electron rich aryl substituents on t
Light-driven reversible surface functionalization with anthracenes: visible light writing and mild UV erasing
Claus, Tanja K.,Telitel, Siham,Welle, Alexander,Bastmeyer, Martin,Vogt, Andrew P.,Delaittre, Guillaume,Barner-Kowollik, Christopher
, p. 1599 - 1602 (2017)
We introduce a methodology to reversibly pattern planar surfaces via the light-induced dimerization of anthracenes, particularly involving a 9-triazolylanthracene motif. Specifically, we demonstrate that the visible light-induced forward reaction can be employed to pattern small molecule species as well as polymers in a spatially resolved fashion. Under UV irradiation, the generated patterns can be erased to regenerate reactive areas, which are then available for a new functionalization step. The dynamic change in surface chemistry is evidenced by ToF-SIMS.
Facile preparation and investigation of the properties of single molecular POSS-based white-light-emitting hybrid materials using click chemistry
Zhao, Gang,Zhu, Yakun,Guang, Shanyi,Ke, Fuyou,Xu, Hongyao
, p. 555 - 563 (2018)
Recently, organic white light emitting devices (OWLEDs) have attracted great interest in flexible displays and solid state lighting devices. Here we report a kind of novel POSS-based white-light-emitting single molecular nanohybrid (POSS-WLED), which was
Tris(trifluoromethyl)germylethynyl derivatives of biphenyl and anthracene: Synthesis, structure, and evidence of the intramolecular charge transfer on the germanium center
Ermolaev, Nikolai L.,Lenin, Ilya V.,Fukin, Georgii K.,Shavyrin, Andrei S.,Lopatin, Mikhail A.,Kuznetsova, Olga V.,Andreev, Boris A.,Kryzhkov, Denis I.,Ignatov, Stanislav K.,Chuhmanov, Evgeny P.,Berberova, Nadezhda T.,Pashchenko, Konstantin P.
, p. 83 - 95 (2015)
Symmetrical and unsymmetrical 4,4′-biphenyl, and 9,10-anthracene derivatives with tris(trifluoromethyl)germylethynyl -CC-Ge(CF3)3 substitutes have been prepared, their properties have been studied and compared with those of dimethyl(
Alkyl Chain Length-Selective Vapor-Induced Fluorochromism of Pillar[5]arene-Based Nonporous Adaptive Crystals
Li, Qi,Zhu, Huangtianzhi,Huang, Feihe
, p. 13290 - 13294 (2019)
Developing new vapochromic fluorescent sensing materials with selectivity is in great demand due to serious air pollution caused by volatile organic compounds. Here we report the first nonporous adaptive crystals with vapor-induced fluorochromism. The emission of anthracene conjugated pillar[5]arene P5en crystals blue shifts from bright yellow to green upon exposure to vapors of linear alkyl ketones with alkyl chain length selectivity. Powder and single crystal X-ray diffraction analyses reveal the relationship between vapor-induced crystal structural transformation and fluorochromism. After exposure to 2-butanone, 2-pentanone, and 2-hexanone, the anthracene groups in P5en exist as monomers in the solid state, while after exposure to heptanone and octanone, the anthracene groups instead aggregate as excimers in the solid state. By solid-state NMR and thermogravimetric analysis, we further find that the size fit between ketone molecules and interspaces in P5en crystals lead to the alkyl chain length selectivity. This work provides a new strategy to design vapochromic fluorescent crystalline materials and crystalline transformation systems.
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Rappoport,Z. et al.
, p. 7041 - 7051 (1978)
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Multi-fold Sonogashira coupling: A new and convenient approach to obtain tetraalkynyl anthracenes with tunable photophysical properties
Islam, Khadimul,Narjinari, Himani,Bisarya, Akshara,Kumar, Akshai
, p. 9692 - 9704 (2021/11/30)
For the first time, a direct single-step one-pot route to access nine new symmetric tetraalkynylated anthracenes via Pd(CH3CN)2Cl2/cataCXiumA catalyzed tetra-fold Sonogashira coupling is reported. Five of these tetraalkynylated anthracenes have been crystallographically characterized, with two of them exhibiting multiple interactions that significantly shorten the inter-planar distances in the solid-state structure. The rich photophysical properties exhibited by these molecules hold immense promise for future applications in sensors and optoelectronic devices. Two of the considered tetraalkynylated anthracenes comprising a D-π-A-π-D motif demonstrate solvatochromism and halochromism, with one of them showing a low bandgap of 1.79 eV. The remaining compounds demonstrate bandgaps in the range of 1.79-2.04 eV.
Iron(II)-Based Metalloradical Activation: Switch from Traditional Click Chemistry to Denitrogenative Annulation
Roy, Satyajit,Khatua, Hillol,Das, Sandip Kumar,Chattopadhyay, Buddhadeb
, p. 11439 - 11443 (2019/07/17)
A unique concept for the intermolecular denitrogenative annulation of 1,2,3,4-tetrazoles and alkynes was discovered by using a catalytic amount of Fe(TPP)Cl and Zn dust. The reaction precludes the traditional, more favored click reaction between an organic azide and alkynes, and instead proceeds by an unprecedented metalloradical activation. The method is anticipated to advance access to the construction of important basic nitrogen heterocycles, which will in turn enable discoveries of new drug candidates.
