67237-53-0Relevant articles and documents
Single-Molecule Conductance Studies of Organometallic Complexes Bearing 3-Thienyl Contacting Groups
Bock, S?ren,Al-Owaedi, Oday A.,Eaves, Samantha G.,Milan, David C.,Lemmer, Mario,Skelton, Brian W.,Osorio, Henrry M.,Nichols, Richard J.,Higgins, Simon J.,Cea, Pilar,Long, Nicholas J.,Albrecht, Tim,Martín, Santiago,Lambert, Colin J.,Low, Paul J.
, p. 2133 - 2143 (2017)
The compounds and complexes 1,4-C6H4(C≡C-cyclo-3-C4H3S)2(2), trans-[Pt(C≡C-cyclo-3-C4H3S)2(PEt3)2] (3), trans-[Ru(C≡C-cyclo-3-C4H3S)2(dppe)2] (4; dppe=1,2-bis(diphenylphosphino)ethane) and trans-[Ru(C≡C-cyclo-3-C4H3S)2{P(OEt)3}4] (5) featuring the 3-thienyl moiety as a surface contacting group for gold electrodes have been prepared, crystallographically characterised in the case of 3–5 and studied in metal|molecule|metal junctions by using both scanning tunnelling microscope break-junction (STM-BJ) and STM-I(s) methods (measuring the tunnelling current (I) as a function of distance (s)). The compounds exhibit similar conductance profiles, with a low conductance feature being more readily identified by STM-I(s) methods, and a higher feature by the STM-BJ method. The lower conductance feature was further characterised by analysis using an unsupervised, automated multi-parameter vector classification (MPVC) of the conductance traces. The combination of similarly structured HOMOs and non-resonant tunnelling mechanism accounts for the remarkably similar conductance values across the chemically distinct members of the family 2–5.
Synthesis and Photochemical Application of Hydrofluoroolefin (HFO) Based Fluoroalkyl Building Block
Varga, Bálint,Tóth, Balázs L.,Béke, Ferenc,Csenki, János T.,Kotschy, András,Novák, Zoltán
supporting information, p. 4925 - 4929 (2021/07/01)
A novel fluoroalkyl iodide was synthesized on multigram scale from refrigerant gas HFO-1234yf as cheap industrial starting material in a simple, solvent-free, and easily scalable process. We demonstrated its applicability in a metal-free photocatalytic ATRA reaction to synthesize valuable fluoroalkylated vinyl iodides and proved the straightforward transformability of the products in cross-coupling chemistry to obtain conjugated systems.
Synthesis of Phenanthrenes via Palladium-Catalyzed Three-Component Domino Reaction of Aryl Iodides, Internal Alkynes, and o-Bromobenzoic Acids
Deng, Guobo,Liang, Yun,Luo, Xiai,Yang, Xiumei,Yang, Yuan,Yang, Yuzhong,Zhou, Liwei
supporting information, p. 1223 - 1230 (2020/04/15)
A new palladium-catalyzed domino alkyne insertion/C-H activation/decarboxylation sequence has been developed, which provides an efficient approach for synthesizing a variety of functionalized phenanthrenes in moderate to good yields. The method shows broad substrate scope and good functional group tolerance by employing readily available materials, including aryl iodides, internal alkynes, and o-bromobenzoic acids, as three-component coupling partners.
Preparation and Reactions of Mono- and Bis-Pivaloyloxyzinc Acetylides
Tüllmann, Carl Phillip,Chen, Yi-Hung,Schuster, Robin J.,Knochel, Paul
supporting information, p. 4601 - 4605 (2018/08/09)
Mono-pivaloyloxyzinc acetylide and bis-pivaloyloxyzinc acetylide were selectively prepared from ethynylmagnesium bromide in quantitative yields. These zinc reagents readily underwent Negishi cross-couplings with (hetero)aryl iodides or bromides as well as subsequent Sonogashira cross-couplings. 1,3-Dipolar cycloadditions of these zinc acetylides with benzylic azides produced zincated and bis-zincated triazoles which were trapped with several electrophiles. An opposite regioselectivity compared to the Cu-catalyzed click-reactions was observed.
Intermolecular Desymmetrizing Gold-Catalyzed Yne–Yne Reaction of Push–Pull Diarylalkynes
Weingand, Vanessa,Wurm, Thomas,Vethacke, Vanessa,Dietl, Martin C.,Ehjeij, Daniel,Rudolph, Matthias,Rominger, Frank,Xie, Jin,Hashmi, A. Stephen K.
supporting information, p. 3725 - 3728 (2018/02/23)
Push–pull diaryl alkynes are dimerized in the presence of a cationic gold catalyst. The polarized structure of the applied starting materials enables the generation of a highly reactive vinyl cation intermediate in an intermolecular reaction. Trapping of the vinyl cation by a nucleophilic attack of the electron-poor aryl unit then leads to the selective formation of highly substituted naphthalenes in a single step and in complete atom economy.
Gold-Catalyzed Dimerization of Diarylalkynes: Direct Access to Azulenes
Claus, Vanessa,Schukin, Michael,Harrer, Siegfried,Rudolph, Matthias,Rominger, Frank,Asiri, Abdullah M.,Xie, Jin,Hashmi, A. Stephen K.
supporting information, p. 12966 - 12970 (2018/09/25)
We have developed a simple gold-catalyzed procedure for the synthesis of substituted and modifiable azulenes. The azulenes are formed either by the dimerization of push–pull diarylalkynes bearing a fluorine atom in ortho or para position or by the dimeriz
Na2S-mediated synthesis of terminal alkynes from: Gem -dibromoalkenes
Singh, Radhey M.,Nandini, Durgesh,Bharadwaj, Kishor Chandra,Gupta, Tanu,Singh, Raj Pal
supporting information, p. 9979 - 9982 (2017/12/26)
The Na2S-mediated facile synthesis of terminal alkynes from gem-dibromoalkenes, at 20/40 °C under open flask conditions has been developed. Various precursors derived from heteroaromatic/aromatic/aliphatic aldehydes were found compatible. The reaction is proposed to proceed through the Fritsch-Buttenberg-Wiechell (FBW) rearrangement involving the corresponding vinyl carbene. Using mild reaction conditions with inexpensive Na2S·9H2O under air atmosphere has significant advantages over earlier routes.
Reaction discovery using acetylene gas as the chemical feedstock accelerated by the stop-flow micro-tubing reactor system
Xue, Fei,Deng, Hongping,Xue, Chengwen,Mohamed, Dara Khairunnisa Binte,Tang, Karen Yuanting,Wu, Jie
, p. 3623 - 3627 (2017/07/11)
Acetylene gas has been applied as a feedstock under transition-metal catalysis and photo-redox conditions to produce important chemicals including terminal alkynes, fulvenes, and fluorinated styrene compounds. The reaction discovery process was accelerated through the use of stop-flow micro-tubing reactors. This reactor prototype was developed by joining elements from both continuous micro-flow and conventional batch reactors, which was convenient and effective for gas/liquid reaction screening. Notably, the developed transformations were either inefficient or unsuccessful in conventional batch reactors. Its success relies on the unique advantages provided by this stop-flow micro-tubing reactor system.
Synthesis of Graphene Nanoribbons by Ambient-Pressure Chemical Vapor Deposition and Device Integration
Chen, Zongping,Zhang, Wen,Palma, Carlos-Andres,Lodi Rizzini, Alberto,Liu, Bilu,Abbas, Ahmad,Richter, Nils,Martini, Leonardo,Wang, Xiao-Ye,Cavani, Nicola,Lu, Hao,Mishra, Neeraj,Coletti, Camilla,Berger, Reinhard,Klappenberger, Florian,Kl?ui, Mathias,Candini, Andrea,Affronte, Marco,Zhou, Chongwu,De Renzi, Valentina,Del Pennino, Umberto,Barth, Johannes V.,R?der, Hans Joachim,Narita, Akimitsu,Feng, Xinliang,Müllen, Klaus
supporting information, p. 15488 - 15496 (2016/12/07)
Graphene nanoribbons (GNRs), quasi-one-dimensional graphene strips, have shown great potential for nanoscale electronics, optoelectronics, and photonics. Atomically precise GNRs can be bottom-up synthesized by surface-assisted assembly of molecular building blocks under ultra-high-vacuum conditions. However, large-scale and efficient synthesis of such GNRs at low cost remains a significant challenge. Here we report an efficient bottom-up chemical vapor deposition (CVD) process for inexpensive and high-throughput growth of structurally defined GNRs with varying structures under ambient-pressure conditions. The high quality of our CVD-grown GNRs is validated by a combination of different spectroscopic and microscopic characterizations. Facile, large-area transfer of GNRs onto insulating substrates and subsequent device fabrication demonstrate their promising potential as semiconducting materials, exhibiting high current on/off ratios up to 6000 in field-effect transistor devices. This value is 3 orders of magnitude higher than values reported so far for other thin-film transistors of structurally defined GNRs. Notably, on-surface mass spectrometry analyses of polymer precursors provide unprecedented evidence for the chemical structures of the resulting GNRs, especially the heteroatom doping and heterojunctions. These results pave the way toward the scalable and controllable growth of GNRs for future applications.
Cu(ii)@Luviset clear as recyclable catalyst for the formation of C-C bond in homo-coupling of terminal alkynes
Wang, Zheng-Jun,Wang, Peng-Hui,Lv, Jing-Jing,Feng, Jiu-Ju,Xu, Xinhua,Wang, Ai-Jun,Au, Chak-Tong,Qiu, Renhua
, p. 96372 - 96376 (2015/11/24)
Commercial copolymer Luviset clear (L1), an environmentally benign and efficient ligand, was used to facilitate the catalytic performance of Cu(NO3)2 for homo-coupling of terminal alkynes. A series of substituted aromatic and aliphat
