CREATED USING THE RSC CHEMCOMM TEMPLATE - SEE WWW.RSC.ORG/ELECTRONICFILES FOR DETAILS Room temperature borylation of arenes and heteroarenes by stoichiometric amounts of pinacolborane catalyzed by iridium complexes in an inert solvent†
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Iridium-catalyzed borylation of arenes and heteroarenes via C–H activation*
Direct C–H borylation of aromatic compounds catalyzed by a transition-metal complex was studied as an economical protocol for the synthesis of aromatic boron derivatives. Iridium complexes generated from Ir(I) precursors and 2,2'-bipyridine ligands efficiently catalyzed the reactions of arenes and heteroarenes with bis(pinacolato)diboron or pinacolborane to produce a variety of aryland heteroar...
متن کاملIridium-bipyridine periodic mesoporous organosilica catalyzed direct C-H borylation using a pinacolborane.
Heterogeneous catalysis for direct C-H borylation of arenes and heteroarenes in the combination of iridium (Ir) complex fixed on periodic mesoporous organosilica containing bipyridine ligands within the framework (Ir-BPy-PMO) and pinacolborane (HBpin) is reported. Ir-BPy-PMO showed higher catalytic activity toward the borylation of benzene with inexpensive HBpin compared to expensive bis(pinaco...
متن کاملIridium/N-heterocyclic carbene-catalyzed C–H borylation of arenes by diisopropylaminoborane
Catalytic C-H borylation of arenes has been widely used in organic synthesis because it allows the introduction of a versatile boron functionality directly onto simple, unfunctionalized arenes. We report herein the use of diisopropylaminoborane as a boron source in C-H borylation of arenes. An iridium(I) complex with 1,3-dicyclohexylimidazol-2-ylidene is found to efficiently catalyze the boryla...
متن کاملUnsaturated iridium pyridinedicarboxylate pincer complexes with catalytic activity in borylation of arenes.
Unsaturated σ,π-cyclooctenyl and hydrido Ir(III) complexes bearing an unusual tridentate dianionic ONO pincer-type ligand have been straightforwardly obtained from 2,6-pyridinedicarboxylic acid and standard Ir(I) starting materials. These complexes efficiently catalyzed the arene C-H borylation under thermal conditions.
متن کاملCopper-catalyzed dehydrogenative borylation of terminal alkynes with pinacolborane.
LCuOTf complexes [L = cyclic (alkyl)(amino)carbenes (CAACs) or N-heterocyclic carbenes (NHCs)] selectively promote the dehydrogenative borylation of C(sp)-H bonds at room temperature. It is shown that σ,π-bis(copper) acetylide and copper hydride complexes are the key catalytic species.
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