The interaction between heteroditopic pyridine–nitrogen NHC with novel sulfur NHC ligands in palladium(0) derivatives: Synthesis and structural characterization of a bis-carbene palladium(0) olefin complex and formation in solution of an alkene–alkyne mixed intermediate as a consequence of the ligands hemilability

Abstract

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Synthesis, characterization and a reactivity study of some allyl palladium complexes bearing bidentate hemi-labile carbene or mixed carbene/PPh3 ligands

“…The ligands Mes-Im-CH 2 SMe (a) [6v], Mes-Im-CH 2 SPh (b) [14], Mes-Im-CH 2 Py (c), Me-Im-CH 2 Py (d) [15], Me-Im-CH 2 Ph (e) [5h], the complexes 1a, 2a [16], 1b, 1c, 1d, [14], 1e [5h], the dimers [Pd (l-Cl) (g 3 -C 3 H 5 )] 2 [17] and [Pd(l-Cl) (g 3 -2-MeC 3 H 4 )] 2 [18] were synthesized according to published protocols.…”

“…As already stated, the ligands a [6v], b [14], c, d [15] and e [5h], the complexes 1a, 2a [16], 1b, 1c, 1d [14], the dimers [Pd(l-Cl)(g 3 -C 3 H 5 )] 2 [17] and [Pd(l-Cl)(g 3 -2-MeC 3 H 4 )] 2 [18] are published species which were synthesized accordingly. The synthesis and characterization of all other compounds are reported in the following experimental part.…”

Synthesis and characterization of palladacyclopentadiene complexes with N-heterocyclic carbene ligands

“…Complex a was observed by Elsevier and co-workers as a by-product in the Pd(NHC)-catalysed semihydrogenation of alkynes [10] whereas complex b was detected by our group when studying the reaction of [(MeeNHCeCH 2 Py)Pd(h 2 -MA)] (MA ¼ maleic anhydride) with an excess of dimethylbutynedioate [11].…”

“…The polymeric precursors [Pd(C-COOR) 4 [11] ,{[1-(metylthio)methylene-3-(2,4,6-trimethyl)] imidazolyl-2-ene}silver bromide (1d) [13],{[1-(metylthio)methylene-3-(2,6-diisopropylphenyl)]imidazolyl-2-ene}silver bromide (1e) [13],{[1-(methylthio)methylene-3-methyl]imidazolyl-2-ene} silver bromide (1f) [13],{[1-(phenylthio)methylene-3-methyl]imidazolyl-2-ene}silver bromide (1g) [11],{[1-benzyl-3-methyl]imidazolyl-2-ene}silver bromide (1h) [13],{[1-(4-methylphenyl) methylene-3-methyl]imidazolyl-2-ene}silver bromide (1i) [13], were prepared according to published procedures.…”

Alternative Transformations of N-Heterocyclic Carbene Complexes of the Group 11 Metals in Transmetalation Reactions (A Review)

“…The known reactions of transmetalation from NHC-Ag(I) to Pd 0 [101][102][103][104][105][106][107][108][109][110][111][112][113] has occurred with preservation of the palladium oxidation state. It has been shown by Peters et al [114] that the reaction of bimetallic complexes 48 and 49 with 0.6 eq.…”