406482-73-3Relevant articles and documents
Facile synthesis of N-aryl pyrroles via Cu(II)-mediated cross coupling of electron deficient pyrroles and arylboronic acids
Yu, Shu,Saenz, James,Srirangam, Jayaram K.
, p. 1699 - 1702 (2002)
N-arylation of electron-deficient pyrroles has been achieved by cross-coupling with arylboronic acids at room temperature in the presence of stoichiometric amounts of copper(II) acetate. The generality of this reaction has been established with variously substituted pyrroles as well as boronic acids. A key intermediate in the synthesis of a matrix metalloprotease inhibitor has been acheived using this methodology.
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.
1, 3, 5 - cyclohexanetriol - cis - or organic boronic acid-stable siloxy inositol complex and organic synthetic reaction using a reagent art
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Paragraph 0167; 0168; 0184, (2017/06/02)
PROBLEM TO BE SOLVED: To provide a stable ate-type complex of an organoboronic acid as a reagent for organic synthesis reaction; and manufacturing techniques thereof.SOLUTION: A stable ate-type complex of an organoboronic acid with scyllo-inositol or 1,3,5-cis-cyclohexanetriol comprises an anion represented by the specified general formula (I) or (II) as a constituent. In the formula, Rand Reach represent an alkyl group, alkenyl group, alkynyl group, aryl group, heterocyclic group or aralkyl group which may have substituents.
Fluorescent chemosensors of carbohydrate triols exhibiting TICT emissions
Oesch, David,Luedtke, Nathan W.
, p. 12641 - 12644 (2015/08/06)
4-4′-Disubstituted biphenyl boronic acids (BBAs) are push-pull fluorophores with "turn-on" fluorescence properties. Upon carbohydrate triol binding, BBA boronate esters can participate in photon-induced electron transfer, giving a twisted intramolecular charge transfer (TICT) complex. The resulting TICT emissions distinguish between carbohydrates that bind to boron as a diol versus triol unit, thereby revealing stereochemical information about the carbohydrate.
