The formation of palladium(II)– and platinum(II)–carbon bonds by proton abstraction from benzo[h]quinoline and 8-methylquinoline

Redox-Induced Aromatic C–H Bond Functionalization in Metal Complex Catalysis from the Electrochemical Point of View

“…The ability of Pd(II) to activate C-H bonds through chelation-assisted processes has been known since the 1960s. Nitrogen-containing directing groups were found to promote the insertion of palladium into an ortho-C-H bond, which led to the formation of stable and isolable cyclopalladated complexes from Pd(II) starting material (Scheme 6) [25,[31][32][33][34][35][36][37][38][39][40]. The ability of Pd(II) to activate C-H bonds through chelation-assisted processes has been known since the 1960s.…”

“…The ability of Pd(II) to activate C-H bonds through chelation-assisted processes has been known since the 1960s. Nitrogen-containing directing groups were found to promote the insertion of palladium into an ortho-C-H bond, which led to the formation of stable and isolable cyclopalladated complexes from Pd(II) starting material (Scheme 6) [25,[31][32][33][34][35][36][37][38][39][40]. Despite the large literature devoted to the synthesis of various palladacycles and studies of their reactivity, their redox properties, which are necessary to describe and understand the mechanisms of catalytic reactions involving them, are elucidated only in few works [11,15,24,25,[41][42][43][44].…”

Palladium‐Mediated Fluorination of Arylboronic Acids

“…Our design was based on the assumptions that nitrogenous ligands resist oxidation by electrophilic fluorination reagents, can support highvalent aryl palladium fluorides for subsequent carbon-fluorine reductive elimination, and do not induce competing nitrogenfluorine reductive elimination. We prepared the new palladium acetate complex 1 by known sulfonamide insertion [23] into the palladium-carbon bond of benzoquinoline-derived palladacycle 3, [24] followed by chloride-acetate ligand exchange (eq 2). The aryl palladium complexes 4a-m were prepared by transmetallation using 12 different arylboronic acids (Table 1).…”

Different Coordination Modes of the Polyfunctional Ylide Ph3P=C(H)C(O)CH2C(O)OEt: C‐ vs. O,O′‐Bonding in PdII, PtII and AuI Complexes

“…The 19 F NMR spectra were referenced to CFCl 3 . The starting compounds were prepared following published methods: 1, [2b] [Pd(µ-Cl){(C 6 H 4 CH 2 NMe 2 -(C 2 ,N)}] 2 , [16] [Pd(µ-Cl){(S)-C 6 H 4 C(H)MeNMe 2 (C 2 ,N)}] 2 , [16] [Pd(µ-Cl){NC 13 H 8 (C 8 ,N)}] 2 , [17] [Pd(µ-Cl){CH 2 NC 9 H 6 (C 8 ,N)}] 2 , [6,18] [Pd(µ-Cl){NC 5 H 4 -2-C 6 H 4 (C 2 ,N)}] 2 , [19] [Pd(µ-Cl)(tht)(C 6 F 5 )] 2 , [20] [M(µ-Cl){o-CH 2 C 6 H 4 P(o-tol 2 )(C,P)}] 2 (M ϭ Pd, [21] Pt [22] ), [AuCl(tht)], [23] and [AuCl(PPh 3 )]. [23]  (10) was mounted onto a quartz fiber in a random orientation and covered with epoxy.…”