User-Friendly Precatalyst for the Methylation of Polyfluoroaryl Imines

Abstract

A readily accessible, user-friendly Pt(II) complex (Cl2Pt(SMe2)2, 2) shows good reactivity for selective, catalytic methylation of polyfluoroarylimines.

Nickel fluoro complexes as intermediates in catalytic cross-coupling reactions

“…Catalytic cross-coupling reactions of 2,3,5,6-tetrafluoropyridine. [4,14,17,21,[23][24][25][32][33][34][35][36][37][38][39][40][41][42][43][44][45][46][47]51,70]. Chambers and Sandford described palladium catalysed Suzuki cross-coupling reactions via C-Br activation of 2,4,6-tribromo-3,5-difluoropyridine and aromatic boronic acids.…”

“…Thus, hydrodefluorination or cross coupling reactions can provide fluorinated building blocks, which are often not accessible otherwise . However, catalytic C-F bond functionalization reactions of highly fluorinated aromatic precursors via cross coupling reactions are still rare [4,14,17,[23][24][25][32][33][34][35][36][37][38][39][40][41][42][43][44][45][46][47]. Radius et al reported an initial and exceptional example of a nickelmediated Suzuki-Miyaura cross coupling reaction of perfluorotoluene with aryl boronic acids on using a nickel(II) carbene complex as catalyst [25].…”

Fluorine as a ligand substituent in organometallic chemistry: A second chance and a second research career

“…Much of this recent activity is driven by the need for synthetic procedures to incorporate fluorine or a CF 3 group strategically in the synthesis of pharmaceuticals or PET reagents, leading to the development of new methodology for formation of C-F and C-CF 3 bonds [110][111][112][113][114][115][116][117][118][119][120][121][122]. Organometallic chemistry involving the chemical functionalization of C-F bonds also continues to be an active field [123][124][125][126][127][128][129][130][131][132][133][134][135][136].…”

Carbon–Carbon Bond Forming Reactions Mediated by Organozinc Reagents

“…The procedure is highly selective as illustrated by the coupling of 453 that leaves the weaker carbon-bromine bond intact. The air-stable Pt(II) precatalyst Cl 2 Pt(SMe 2 ) 2 represents a more practical alternative for this chemistry but shows slightly lower efficiency [308].…”