Synthesis and Characterization of a Cationic Phthalimido‐Functionalized N‐Heterocyclic Carbene Complex of Palladium(II) and Its Catalytic Activity

Abstract

A cationic phthalimido-functionalized N-heterocyclic carbene (NHC) palladium(II) complex has been synthesized from [3-methyl-1-(2Ј-phthalimidoethyl)imidazolium] hexafluorophosphate ([NHC Me,Pht H]PF 6 ) by transmetalation and isolated in 67 % yield. The title complex has been applied as [a] Molecular

Water in N-Heterocyclic Carbene-Assisted Catalysis

“…Recently, another example of nonchelated nitrogen ligands was disclosed in a cationic cis-NHC−Pd(II) complex Pd-6 (Figure 1) with two acetonitrile ligands by Kuḧn and coworkers. 39 This complex was found to be a good catalyst for the Suzuki−Miyaura coupling of several aryl bromides in water/ DMF (4:1) solution, although temperatures of 80−100 °C were needed.…”

Zwitterionic Ni(ii) complexes bearing pyrazolyl-ether-imidazolium ligands: synthesis, structural characterization and use in ethylene oligomerization

“…Ellipsoids are drawn at the 30% probability level. Selected bond distances (Å) and angles (deg): N6-N7 = 1.3628(17), C9-O10 = 1.4300 (15), O10-C11 = 1.4179 (16), N13-C14 = 1.3291 (18), C14-N17 = 1.3260 (18), N13-C15 = 1.3773(19), C16-N17 = 1.3775(19), C15-C16 = 1.348(2), N17-C18 = 1.4730 (18). C11-O10-C9 = 112.70 (10), N6-C8-C9 = 111.18(11), N13-C12-C11 = 111.88(11).…”

“…Ellipsoids are drawn at the 30% probability level. Selected bond distances (Å) and angles (deg): N6-N7 = 1.3628( 17), C9-O10 = 1.4300 (15), O10-C11 = 1.4179( 16), N13-C14 = 1.3291( 18), C14-N17 = 1.3260 (18), N13-C15 = 1.3773( 19), C16-N17 = 1.3775( 19), C15-C16 = 1.348(2), N17-C18 = 1.4730 (18). C11-O10-C9 = 112.70( 10 Single crystals of Ni1, Ni2 and Ni3 suitable for X-ray diffraction were grown from a concentrated acetonitrile/ether solution (80 : 20) at room temperature.…”

“…7b,c Jin et al described a catalytic system, based on a pyridyl-imidazolium nickel(II) complex (B) capable of polymerizing ethylene in the presence of MAO producing high-density polyethylene (Chart 1). 8 In the last few years, several classes of functionalized imidazolium ligands bearing kinetically inert coordination groups, such as pyridyl, 8,9 bipyridyl, 10 pyrazolyl, 11 phenanthroline, 12 phosphine, 7,13 furan, 14 phthalimido, 15 thioether, 16 and oxazolyl, 17 have been synthesized and used in coordination chemistry, 18 homogeneous and biphasic phase catalytic processes. In this latter case, the use of functionalized imidazolium ligands is especially suitable to avoid catalyst leaching from the ionic liquid (IL) layer.…”

Electrochemical Synthesis of Pd Nano Particles on Pencil-Graphite and Application for Suzuki Coupling Reactions

“…Various palladium based homogeneous catalysts such as palladium diaminocarbene complexes [6], oxime based palladacycle [7], chalcogenated Schiff base [8], some nitrogen based ligands [9], N-H heterocyclic carbene complex [10] and morpholine-Pd(OAc) 2 [11] were employed in the Suzuki cross coupling reactions. However, these reported catalysts could not be recovered and hence, researchers moved towards heterogeneous supports like alumina based catalyst [12], MCM-41 [13], MIL-101 [14], Al-MOF [15], Montmorillonite clay [16], sepiolite clay [17], SBA-15/ CCMet/Pd(II) [18], Pd acetate in imine functionalized silica gel [19], and nanoporus polymeric ionic liquid loaded with palladium [20].…”