3032-92-6Relevant articles and documents
Synthesis of molecular tripods based on a rigid 9,9'-spirobifluorene scaffold
Valá?ek, Michal,Edelmann, Kevin,Gerhard, Lukas,Fuhr, Olaf,Lukas, Maya,Mayor, Marcel
, p. 7342 - 7357 (2014)
The efficient synthesis of a new tripodal platform based on a rigid 9,9'-spirobifluorene with three acetyl protected thiol groups in the positions 2, 3' and 6' for deposition on Au(111) surfaces is reported. The modular 9,9'-spirobifluorene platform provi
Surface-Guided Formation of an Organocobalt Complex
Weber, Peter B.,Hellwig, Raphael,Paintner, Tobias,Lattelais, Marie,Paszkiewicz, Mateusz,Casado Aguilar, Pablo,Deimel, Peter S.,Guo, Yuanyuan,Zhang, Yi-Qi,Allegretti, Francesco,Papageorgiou, Anthoula C.,Reichert, Joachim,Klyatskaya, Svetlana,Ruben, Mario,Barth, Johannes V.,Bocquet, Marie-Laure,Klappenberger, Florian
, p. 5754 - 5759 (2016)
Organocobalt complexes represent a versatile tool in organic synthesis as they are important intermediates in Pauson-Khand, Friedel-Crafts, and Nicholas reactions. Herein, a single-molecule-level investigation addressing the formation of an organocobalt c
Effect of the π-bridge on the light absorption and emission in push-pull coumarins and on their supramolecular organization
Arcos-Ramos, Rafael,Carreón-Castro, María del Pilar,Farfán, Norberto,González-Rodríguez, Edgar,Guzmán-Juárez, Brenda,Maldonado-Domínguez, Mauricio,Miranda-Olvera, Montserrat,Santillan, Rosa
supporting information, (2021/11/08)
A family of eight π-extended push–pull coumarins with cross-conjugated (amide) and directly conjugated (p-phenylene, alkyne, alkene) bridges were synthesized through a convergent strategy. Using an experimentally calibrated computational protocol, their UV–Visible light absorption and emission spectra in solution were investigated. Remarkably, amide-, alkyne- and alkene-bridges undergo comparable vertical excitations. The different nature of these bridges manifests during excited-state relaxation and fluorescence. We predict that these molecules can serve as building blocks for p-type semiconductors with low reorganization energies, below 0.2 eV. Since solid-state self-assembly is crucial for this application, we examined the effect of the π-bridge over the supramolecular organization in this family of compounds to determine if stacking prevails in these π-extended coumarin derivatives. Amide and alkyne spacers allow coplanar conformations which crystallize readily; p-phenylene hinders planarity yet allows facile crystallization; alkene-bridged molecules eluded all crystallization attempts. All the crystals obtained feature dense face-to-face π-stacking with 3.5–3.7 ? interlayer distances, expected to facilitate charge transfer processes in the solid state.
Iron-Catalyzed Vinylzincation of Terminal Alkynes
Hu, Meng-Yang,Huang, Qiang,Su, Yu-Xuan,Sun, Wei,Wang, Wei-Na,Zhu, Shou-Fei
supporting information, (2022/01/08)
Organozinc reagents are among the most commonly used organometallic reagents in modern synthetic chemistry, and multifunctionalized organozinc reagents can be synthesized from structurally simple, readily available ones by means of alkyne carbozincation. However, this method suffers from poor tolerance for terminal alkynes, and transformation of the newly introduced organic groups is difficult, which limits its applications. Herein, we report a method for vinylzincation of terminal alkynes catalyzed by newly developed iron catalysts bearing 1,10-phenanthroline-imine ligands. This method provides efficient access to novel organozinc reagents with a diverse array of structures and functional groups from readily available vinylzinc reagents and terminal alkynes. The method features excellent functional group tolerance (tolerated functional groups include amino, amide, cyano, ester, hydroxyl, sulfonyl, acetal, phosphono, pyridyl), a good substrate scope (suitable terminal alkynes include aryl, alkenyl, and alkyl acetylenes bearing various functional groups), and high chemoselectivity, regioselectivity, and stereoselectivity. The method could significantly improve the synthetic efficiency of various important bioactive molecules, including vitamin A. Mechanistic studies indicate that the new iron-1,10-phenanthroline-imine catalysts developed in this study have an extremely crowded reaction pocket, which promotes efficient transfer of the vinyl group to the alkynes, disfavors substitution reactions between the zinc reagent and the terminal C–H bond of the alkynes, and prevents the further reactions of the products. Our findings show that iron catalysts can be superior to other metal catalysts in terms of activity, chemoselectivity, regioselectivity, and stereoselectivity when suitable ligands are used.
Ratiometric sensing of fluoride ions using Raman spectroscopy
Tipping, William J.,Wilson, Liam T.,Blaseio, Sonja K.,Tomkinson, Nicholas C. O.,Faulds, Karen,Graham, Duncan
, p. 14463 - 14466 (2020/12/01)
Ratiometric Raman spectroscopy represents a novel sensing approach for the detection of fluoride anions based on alkyne desilylation chemistry. This method enables rapid, anion selective and highly sensitive detection of fluoride in a simple paper-based a
