17404-86-3Relevant academic research and scientific papers
Synthesis of Stilbenes by Rhodium-Catalyzed Aerobic Alkenylation of Arenes via C-H Activation
Jia, Xiaofan,Frye, Lucas I.,Zhu, Weihao,Gu, Shunyan,Gunnoe, T. Brent
supporting information, p. 10534 - 10543 (2020/06/08)
Arene alkenylation is commonly achieved by late transition metal-mediated C(sp2)-C(sp2) cross-coupling, but this strategy typically requires prefunctionalized substrates (e.g., with halides or pseudohalides) and/or the presence of a directing group on the arene. Transition metal-mediated arene C-H activation and alkenylation offers an alternative method to functionalize arene substrates. Herein, we report a rhodium-catalyzed oxidative arene alkenylation from arenes and styrenes to prepare stilbene and stilbene derivatives. The reaction is successful with several functional groups on both the arene and the olefin including fluoride, chloride, trifluoromethyl, ester, nitro, acetate, cyanide, and ether groups. Reactions of monosubstituted arenes are selective for alkenylation at the meta and para positions, generally with approximately 2:1 selectivity, respectively. Resveratrol and (E)-1,2,3-trimethoxy-5-(4-methoxystyryl)benzene (DMU-212) are synthesized by this single-step approach in high yield. Comparison with palladium catalysis showed that rhodium catalysis is more selective for meta-functionalization for monosubstituted arenes and that the Rh catalysis has better tolerance of halogen groups.
PHENACENE COMPOUND, METHOD FOR PRODUCING PHENACENE COMPOUND AND ORGANIC LIGHT EMITTING ELEMENT
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Paragraph 0205; 0206, (2017/11/01)
PROBLEM TO BE SOLVED: To provide a phenacene compound having a high fluorescence yield. SOLUTION: The present invention provides a phenacene compound represented by formula (1), where A is a group represented by formula (2); Z1 and Z2/sup
Nitrogen ligands in two-dimensional covalent organic frameworks for metal catalysis
Zhang, Jianqiang,Peng, Yongsheng,Leng, Wenguang,Gao, Yanan,Xu, Feifei,Chai, Jinling
, p. 468 - 475 (2016/04/20)
We introduced bipyridine ligands into a series of two-dimensional (2D) covalent organic frameworks (COFs) using 2,2′-bipyridine-5,5′-dicarbaldehyde (2,2′-BPyDCA) as a component in the mixed building blocks. The framework of the COFs was formed by the link
Highly active, selective, and reusable RuO2/SWCNT catalyst for heck olefination of aryl halides
Gopiraman, Mayakrishnan,Karvembu, Ramasamy,Kim, Ick Soo
, p. 2118 - 2129 (2014/07/21)
Very fine RuO2 nanoparticles (RuO2NPs) with a mean diameter of about 0.9 nm were decorated on single-walled carbon nanotubes (SWCNTs) by a straightforward "dry synthesis" method. TEM images and the Raman spectrum of the resultant material (RuO2/SWCNT) revealed excellent adhesion and homogeneous dispersion of the RuO2NPs on anchoring sites of the SWCNTs. The surface area of RuO2/SWCNT was found to be 416 m2 g-1. The SEM-EDS results showed that the weight percentage of Ru in RuO2/SWCNT was 13.8%. The oxidation state of Ru in RuO2/SWCNT was +4, as confirmed by XPS and XRD analyses. After the complete characterization, a 0.9 mol % loading of RuO 2/SWCNT was used as a nanocatalyst for the Heck olefination of a wide range of aryl halides to yield products in excellent yields with good turnover numbers and turnover frequencies. Less reactive bromo-and chloroarenes were also used for the formation of coupled products in good yields. RuO 2/SWCNT is regioselective, chemoselective, heterogeneous in nature, and reusable. The stability of RuO2/SWCNT was also studied by means of TEM, ICP-MS, SEM-EDS, and XPS analyses.
Bestowing structure upon the pores of a supramolecular network
Karamzadeh, Baharan,Eaton, Thomas,Cebula, Izabela,Torres, David Muoz,Neuburger, Markus,Mayor, Marcel,Buck, Manfred
supporting information, p. 14175 - 14178 (2015/01/09)
Trigonal molecules compartmentalise the pores of a honeycomb network of 3,4:9,10-tetracarboxylic diimide (PTCDI) and 1,3,5-triazine-2,4,6-triamine (melamine). Extending the 1,3,5-tri(phenylene-ethynylene)benzene core by a phenyl group allows for a well-defined accommodation of the molecule into two symmetry equivalent positions in the pore. The corresponding styryl or phenylene-ethynylene derivatives exceed the pore size and, thus, impede pore modification. This journal is
Multifunctional and robust covalent organic framework-nanoparticle hybrids
Pachfule, Pradip,Panda, Manas K.,Kandambeth, Sharath,Shivaprasad,Diaz, David Diaz,Banerjee, Rahul
, p. 7944 - 7952 (2014/05/20)
Highly dispersed Pd(0) nanoparticles were successfully immobilized into a stable, crystalline and porous covalent organic framework (COF), TpPa-1, by a solution infiltration method using NABH4 as a reducing agent. High resolution and dark field TEM images confirmed the uniform loading of the Pd(0) nanoparticles into the TpPa-1 matrix without aggregation. This hybrid material exhibited excellent catalytic activity towards the Cu free Sonogashira, Heck and sequential one pot Heck-Sonogashira cross-coupling reactions under basic conditions, and with superior performance compared to commercially available Pd supported on activated charcoal (i.e., 1, 5 and 10 wt%). Additionally, the precursor Pd(ii)-doped COF also displayed competitive catalytic activity for the intramolecular oxidative biaryl synthesis under acidic conditions. Both catalysts were found to be highly stable under the reaction conditions showing negligible metal leaching, non-sintering behavior, and good recyclability. To the best of our knowledge, the organic support used in this work, TpPa-1, constitutes the first COF matrix that can hold both Pd(0) nanoparticles and Pd(ii) complex without aggregation for catalytic purposes under both highly acidic and basic conditions. This journal is the Partner Organisations 2014.
Arylation of styrenes with aryliron complexes [CpFe(CO)2Ar]
Yasuda, Shigeo,Yorimitsu, Hideki,Oshima, Koichiro
experimental part, p. 2634 - 2636 (2010/08/05)
Treatment of aryliron complexes [CpFe(CO)2Ar] with styrenes in boiling xylene affords the corresponding stilbenes. The aryliron complexes, which become active upon heating, serve as arylating agents in the reaction.
