A new class of well-defined N-heterocyclic carbene (NHC)-(cyclopentadiene)palladium chloride complexes such as CpPdA C H T U N G T R E N N U N G (NHC)Cl wasw synthesized from the readily available starting NHC-palladi-A C H T U N G T R E N N U N G um(II) chloride dimers. These air-stable, coordinatively saturated NHC-Pd complexes bearing the cyclopentadiene (Cp) unit exhibit high catalytic activity in the room temperature Suzuki-Miyaura and Buchwald-Hartwig cross-coupling reactions involving unactive aryl chlorides as the substrates. In addition, they are found to be extremely efficient catalysts in the deboronation homocoupling of arylboronic acids at room temperature.
As alternatives to the common tertiary phosphine/Pd systems, well-defined N-heterocyclic carbene-Pd complexes have been proven to be highly efficient precatalysts for intermolecular direct annalution of o-haloanilines and ketones at lower catalyst loadings. A highly efficient and practical protocol for synthesis of functionalized indoles was developed using (IPr)Pd(acac)Cl as catalyst. Both o-bromoanilines and o-chloroanilines gave rise to efficient coupling under the reaction conditions. Related to acyclic ones, cyclic ketones coupled more effectively with o-haloanilines. With [Pd(IPr) 2 ] as catalyst, the base-sensitive groups including OH and CO 2 H groups could be tolerated.
A practical and scalable method for synthesis and resolution of 4,10-di-substituted Tröger's base derivatives is described. By combination of circular dichroism (CD) spectra and X-ray diffraction (XRD) analysis method, the absolute configuration on two sterogenic nitrogen atoms of the crucial intermediate (-)-diastereomer is assigned as 5S,11S.
Carbene). -A series of functionalized indoles is synthesized from o-haloanilines and ketones catalyzed by a N-heterocyclic carbene-Pd complex such as PIPR. For ketones bearing base-sensitive groups, catalyst BIP and K3PO4 as a mild base are used. -(JIN*, Z.; GUO, S.-X.; QIU, L.-L.; WU, G.-P.; FANG, J.-X.; Appl. Organomet. Chem. 25 (2011) 7, 502-507, http://dx.
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