162318-26-5Relevant articles and documents
Odd-even effect and metal induced structural convergence in self-assembled monolayers of bipyridine derivatives
Kikkawa, Yoshihiro,Koyama, Emiko,Tsuzuki, Seiji,Fujiwara, Kyoko,Miyake, Koji,Tokuhisa, Hideo,Kanesato, Masatoshi
, p. 1343 - 1345 (2007)
Scanning tunneling microscopy (STM) observations reveal that bipyridine derivatives which exhibit various two-dimensional structures due to the odd-even chain length effect are converged into a lamellar structure upon metal coordination. The Royal Society of Chemistry.
Utilization of a Pt(ii) di-yne chromophore incorporating a 2,2′-bipyridine-5,5′-diyl spacer as a chelate to synthesize a green and red emitting d-f-d heterotrinuclear complex
Al Rasbi, Nawal K.,Al-Busaidi, Idris Juma,Dutra, José D. L.,Haque, Ashanul,Ilmi, Rashid,Khan, Muhammad S.,Marken, Frank,Oliveira, Willyan F.,Raithby, Paul R.
, p. 1465 - 1477 (2021)
A new heterotrinuclear (d-f-d) complex[Eu(btfa)31c](btfa = 4,4,4-trifluoro-1-phenyl-1,3-butanedione and1c= [(Ph)(Et3P)2Pt-CC-R-CC-Pt(Et3P)2(Ph)] (R = 2,2′-bipyridine-5,5′-diyl) has been synthesized by utilizing the N,N-donor sites of the organometallic chromophore. The complex was characterized by analytical and spectroscopic methods. Photophysical properties of the complex were analysed in detail using both steady-state and time-resolved emission and excitation spectroscopy. The optical absorption spectrum of the complex is dominated by the spin allowed π-π* transitions of the btfa and1cunits in the UV-visible region (200-418 nm) and thus is excitable over a wide range of wavelengths across the UV into the visible region of the electromagnetic spectrum. The complex displays typical red Eu(iii) emission when excited at 345 nm. However, it also shows green emission when excited at 464 nm and, thus could be an interesting candidate for full colour display applications. The change in the colour could be a result of the high value of the energy back-transfer rate (6.73 × 105s?1) from the triplet state of the organometallic chromophore to the5D1state of Eu(iii). Judd-Ofelt (J-O) intensity parameters (Ω2andΩ4), radiative (AR), non-radiative (AR) decay rates and intrinsic quantum yield (QEuEu) have been calculated.
Two Is Better than One? Investigating the Effect of Incorporating Re(CO)3Cl Side Chains into Pt(II) Diynes and Polyynes
Haque, Ashanul,Al-Balushi, Rayya,Al-Busaidi, Idris Juma,Al-Rasbi, Nawal K.,Al-Bahri, Sumayya,Al-Suti, Mohammed K.,Khan, Muhammad S.,Abou-Zied, Osama K.,Skelton, Jonathan M.,Raithby, Paul R.
, p. 745 - 759 (2021)
Pt(II) diynes and polyynes incorporating 5,5′- and 6,6′-disubstituted 2,2′-bipyridines were prepared following conventional Sonogashira and Hagihara dehydrohalogenation reaction protocols. Using Pt(II) dimers and polymers as a rigid-rod backbone, four new heterobimetallic compounds incorporating Re(CO)3Cl as a pendant functionality in the 2,2′-bipyridine core were obtained. The new heterobimetallic Pt-Re compounds were characterized by analytical and spectroscopic techniques. The solid-state structures of a Re(I)-coordinated diterminal alkynyl ligand and a representative model compound were determined by single-crystal X-ray diffraction. Detailed photophysical characterization of the heterobimetallic Pt(II) diynes and polyynes was carried out. We find that the incorporation of the Re(CO)3Cl pendant functionality in the 2,2′-bipyridine-containing main-chain Pt(II) diynes and polyynes has a synergistic effect on the optical properties, red shifting the absorption profile and introducing strong long-wavelength absorptions. The Re(I) moiety also introduces strong emission into the monomeric Pt(II) diyne compounds, whereas this is suppressed in the polyynes. The extent of the synergy depends on the topology of the ligands. Computational modeling was performed to compare the energetic stabilities of the positional isomers and to understand the microscopic nature of the major optical transitions. We find that 5,5′-disubstituted 2,2′-bipyridine systems are better candidates in terms of yield, photophysical properties, and stability than their 6,6′-substituted counterparts. Overall, this work provides an additional synthetic route to control the photophysical properties of metallaynes for a variety of optoelectronic applications.
A convenient method of producing thiophene linked bipyridine oligomers
De Nicola, Antoinette,Goeb, Sébastien,Ziessel, Raymond
, p. 7963 - 7967 (2004)
New ligands bearing thiophene, alkyne and bipyridine subunits have been synthesized. A series of soluble polybipyridine ligands comprising one to five bipyridine modules sandwiched between rigid carbon-carbon triple bonds substituted by 3,4-dibutylthiophene repeating units was synthesized. Two different protocols have been explored with the idea to use a divergent/convergent approach starting from bisymmetrically and symmetrically substituted bipyridine modules. At each stage of the iteration two bipy/thiophene modules are connected. The use of triethylsilylacetylene and 2-methylbut-3-yn-2-ol insures an easy entry to pivotal building blocks, which could be selectively deprotected from the TES or 2-hydroxyprop-2-yl sites. All cross-coupling reactions are promoted with palladium(0) tetrakistriphenylphosphine under mild conditions.
Organometallic networks based on 2,2′-bipyridine-containing poly(p-phenylene ethynylene)s
Kokil, Akshay,Yao, Peter,Weder, Christoph
, p. 3800 - 3807 (2005)
Conjugated polymers that comprise 2,2′-bipyridine moieties as part of the macromolecular backbone represent versatile precursors for the formation of conjugated metallo-supramolecular networks, which are readily accessible via ligand-exchange reactions. Poly{2,2′-bipyridine-5,5′- diylethynylene[2,5-bis(2-ethylhexyl)oxy-1,4-phenylene]ethynylene} (BipyPPE 1) and a statistical copolymer comprising 5,5′-diethynyl-2, 2′-bipyridine and 1,4-diethynyl-2,5-bis(alkyloxy)benzene moieties (BipyPPE2) were synthesized via the Pd0-catalyzed cross-coupling reaction of 1,4-diethynyl-2,5-bis(octyloxy)benzene, 1,4-bis[(2-ethyl-hexyl)oxy]-2,5-diiodobenzene, and 5,5′-diethynyl-2, 2′-bipyridine. Complexation studies involving these polymers and a variety of transition metals suggest that ligand exchange leads to three-dimensional networks, which feature BipyPPE-metal-BipyPPE cross-links and display interesting optoelectronic properties. It is found that complexes with group 12 d10 ions (Zn2+ and Cd2+) are emissive, while other transition metals such as Cu+, Co2+, and Ni 2+ form nonradiative metal-to-ligand charge-transfer complexes with the polymers.
Robust Biological Hydrogen-Bonded Organic Framework with Post-Functionalized Rhenium(I) Sites for Efficient Heterogeneous Visible-Light-Driven CO2 Reduction
Yu, Baoqiu,Li, Lianjie,Liu, Shanshan,Wang, Hailong,Liu, Heyuan,Lin, Chenxiang,Liu, Chao,Wu, Hui,Zhou, Wei,Li, Xiyou,Wang, Tianyu,Chen, Banglin,Jiang, Jianzhuang
, p. 8983 - 8989 (2021)
A robust 2,2′-bipyridine (bpy)-derived biological hydrogen-bonded framework (HOF-25) has been realized depending on guanine-quadruplex with the assistance of π-π interaction, which reacts with Re(CO)5Cl to give a post-functionalized HOF-25-Re. X-ray absorption fine structure spectroscopic study on HOF-25-Re confirms the covalent attachment of Re(bpy)(CO)3Cl segments to this HOF. Robust and recycled HOF-25-Re bearing photocatalytic Re(bpy)(CO)3Cl centers displays good heterogeneous catalytic activity towards carbon dioxide photoreduction in the presence of [Ru(bpy)3]Cl2 and triisopropanolamine in CH3CN under visible-light irradiation, with both high CO production rate of 1448 μmol g?1 h?1 and high selectivity of 93 %. Under the same conditions, the experimental turnover number of HOF-25-Re (50) is about 8 times as that of the homogeneous control Re(bpy)(CO)3Cl. The sustainably regenerated HOF-25-Re via crystallization and post-modification processes shows recovered photocatalytic performance.
Cu(ii)Cl2containing bispyridine-based porous organic polymer support preparedviaalkyne-azide cycloaddition as a heterogeneous catalyst for oxidation of various olefins
Choi, Hye Min,Lee, Suk Joong,Yoon, Jongho
, p. 9149 - 9152 (2020/06/17)
A new type of porous organic polymer (POP) based heterogeneous catalystCu-POPwas prepared by immobilizing Cu(ii)Cl2into bpy containing POP preparedviaalkyne-azide cycloaddition. This new catalyst showed efficient catalytic activities and outstanding reusability. Remarkably, one batch ofCu-POPwas continuously used for all olefins without losing its activity by simply washing.
Preparation of a bispyridine based porous organic polymer as a new platform for Cu(ii) catalyst and its use in heterogeneous olefin epoxidation
Yi, Jigyoung,Ahn, Hye Mi,Yoon, Jong Ho,Kim, Cheal,Lee, Suk Joong
, p. 14067 - 14070 (2018/08/28)
A new type of bispyridine (bpy) incorporated POP was prepared via a cobalt-catalyzed acetylene trimerization. Subsequent immobilization of CuCl2 gave POP-Cu(ii). This new heterogeneous catalyst displayed outstanding olefin oxidation activity compared to its homogeneous analogue, suggesting that the degradation of the homogeneous catalyst was successfully inhibited by site isolation.
Robust Aqua Material: A Pressure-Resistant Self-Assembled Membrane for Water Purification
Cohen, Erez,Weissman, Haim,Shimoni, Eyal,Kaplan-Ashiri, Ifat,Werle, Kai,Wohlleben, Wendel,Rybtchinski, Boris
supporting information, p. 2203 - 2207 (2017/02/15)
“Aqua materials” that contain water as their major component and are as robust as conventional plastics are highly desirable. Yet, the ability of such systems to withstand harsh conditions, for example, high pressures typical of industrial applications has not been demonstrated. We show that a hydrogel-like membrane self-assembled from an aromatic amphiphile and colloidal Nafion is capable of purifying water from organic molecules, including pharmaceuticals, and heavy metals in a very wide range of concentrations. Remarkably, the membrane can sustain high pressures, retaining its function. The robustness and functionality of the water-based self-assembled array advances the idea that aqua materials can be very strong and suitable for demanding industrial applications.
Molecular tectonics: Heterometallic (Ir,Cu) grid-type coordination networks based on cyclometallated Ir(III) chiral metallatectons
Xu, Chaojie,Guenet, Aurélie,Kyritsakas, Nathalie,Planeix, Jean-Marc,Hosseini, Mir Wais
, p. 14785 - 14788 (2015/10/05)
A chiral-at-metal Ir(iii) organometallic metallatecton was synthesised as a racemic mixture and as enantiopure complexes and combined with Cu(ii) to afford a heterobimetallic (Ir,Cu) grid-type 2D coordination network.
