674289-03-3Relevant academic research and scientific papers
New persubstituted 1,3,5-trisethynyl benzenes via Sonogashira coupling
Hennrich, Gunther,Echavarren, Antonio M.
, p. 1147 - 1149 (2004)
Starting from 1,3,5-trifluoro-2,4,6-triiodobenzene, selective Sonogashira coupling gave trisalkynylbenzenes, which can be further functionalized making use of the reactive fluorine substituents on the benzene core. Additionally, an unexpected conversion o
Benzotrifuran (BTFuran): A building block for π-conjugated systems
Ferreira, Renan B.,Figueroa, Jose M.,Fagnani, Danielle E.,Abboud, Khalil A.,Castellano, Ronald K.
, p. 9590 - 9593 (2017)
Reported here is the first synthesis, X-ray crystal structure, and derivatization of benzotrifuran (BTFuran). Single crystal X-ray analysis of BTFuran shows a tight hexagonal packing stabilized by π-stacking interactions and C-H···O contacts. α-Lithiation of BTFuran enables the preparation of reactive intermediates suitable for cross-coupling reactions, allowing access to representative BTFuran-containing π-conjugated systems.
Fluorographdiyne: A Metal-Free Catalyst for Applications in Water Reduction and Oxidation
Xing, Chengyu,Xue, Yurui,Huang, Bolong,Yu, Huidi,Hui, Lan,Fang, Yan,Liu, Yuxin,Zhao, Yingjie,Li, Zhibo,Li, Yuliang
, p. 13897 - 13903 (2019)
A highly efficient bifunctional metal-free catalyst was prepared by growth of three-dimensional porous fluorographdiyne networks on carbon cloth (p-FGDY/CC). Our experiments and density functional theory (DFT) calculations show the 3D p-FGDY/CC network is highly active and it is a high potential metal-free catalyst for the hydrogen evolution reaction (HER) and oxygen evolution reaction (OER), as well as overall water splitting (OWS) under both acidic and alkaline conditions. The experimental and theoretical results show very good consistency; for example, in the HER process, p-FGDY/CC exhibits small overpotentials of 82 and 92 mV to achieve 10 mA cm?2 under alkaline and acidic conditions, respectively. This ensures an even higher selectivity for the adsorption/desorption of various O/H intermediate species. The essential key promotion accomplishes a bifunctional H2O redox performance application under pH-universal electrochemical conditions.
Surface Functionalization of a γ-Graphyne-like Carbon Material via Click Chemistry
Xiong, Huatian,Zou, Haiyuan,Liu, Hong,Wang, Mei,Duan, Lele
, p. 922 - 925 (2021)
Surface functionalization of carbon materials is of interest in many research fields, such as electrocatalysis, interfacial engineering, and supercapacitors. As an emerging carbon material, γ-graphyne has attracted broad attention. Herein, we report that the surface functionalization of a γ-graphyne-like carbon material (γ-G1) is achieved by immobilizing functional groups via the click chemistry. Texture analysis of aberration-corrected microscopy, X-ray photoelectron spectroscopy, and electrochemistry confirm the successful surface modification of γ-G1 through a strong covalent linkage 1,2,3-triazole. The direct linkage of functional groups on γ-G1 via the click chemistry represents a general method for preparing other functional materials by using γ-graphyne-like materials as a skeleton.
Benzodithiophene and benzotrithiophene as π cores for two-and three-blade propeller-shaped ferrocenyl-based conjugated systems
Rossi, Serena,Bisello, Annalisa,Cardena, Roberta,Orian, Laura,Santi, Saverio
, p. 5966 - 5974 (2017/11/03)
The syntheses of linear and star-shaped bis- and tris(ferrocenyl) derivatives of benzo[1,2-b:4,5-b′]dithiophene and benzo[1,2-b:3,4-b′:5,6-b′′]trithiophene are achieved through one-pot CuI/TMEDA-catalyzed (TMEDA = tetramethylethylenediamine) multiple annulations of bromoethynylbenzenes with sodium sulfide. In addition, the preparation of the parent benzotrithiophene in a good yield with a short reaction time is achieved through the threefold annulation of 1,3,5-trifluoro-2,4,6-tris(trimethylsilyl)ethynylbenzene. The computed structural and electronic features of these ferrocenyl derivatives as well as their UV/Vis spectra and electrochemistry are discussed, and the results provide insights into the effect of the presence of three rather than two ferrocenyl units. To the best of our knowledge, 2,5,8-tris(ferrocenyl)benzo[1,2-b;3,4-b′;5,6-b′′]trithiophene is the first organometallic complex containing benzotrithiophene.
Expanded halogen-bonded anion organic networks with star-shaped iodoethynyl-substituted molecules: From corrugated 2D hexagonal lattices to pyrite-type 2-fold interpenetrated cubic lattices
Lieffrig, Julien,Jeannin, Olivier,Fourmigue, Marc
, p. 6200 - 6210 (2013/06/04)
Halogen bonding interactions between halide anions and neutral polyiodinated linkers are used for the elaboration of anion organic frameworks, by analogy with well-known MOF derivatives. The extended, 3-fold symmetry, 1,3,5-tris(iodoethynyl)-2,4,6-trifluorobenzene (1) cocrystallizes with a variety of halide salts, namely, Et3S+I-, Et 3MeN+I-, Et4N+Br -, Et3BuN+Br-, Me-DABCO +I-, Bu3S+I-, Bu 4N+Br-, Ph3S+Br -, Ph4P+Br-, and PPN +Br-. Salts with 1:1 stoichiometry formulated as (1)·(C+,X-) show recurrent formation of corrugated (6,3) networks, with the large cavities thus generated, filled either by the cations and solvent (CHCl3) molecules and/or by interpenetration (up to 4-fold interpenetration). The 2:1 salt formulated as (1)2· (Et3BuN+Br-) crystallizes in the cubic Ia3I... space group (a = 22.573(5) A, V = 11502(4) A3), with the Br- ion located on 3I... site and molecule 1 on a 3-fold axis. The 6-fold, unprecedented octahedral coordination of the bromide anion generates an hexagonal three-dimensional network of Pa3I... symmetry, as observed in the pyrite model structure, at variance with the usual, but lower-symmetry, rutile-type topology. In this complex system, the I centering gives rise to a 2-fold interpenetration of class Ia, while the cations and solvent molecules are found disordered within interconnected cavities. Another related cubic structure of comparable unit cell volume (space group Pa3I..., a = 22.4310(15) A, V = 11286.2(13) A3) is found with (1)2·(Et3S +I-).
