Synthesis of vinyldiphenylphosphines by Pd-catalyzed cross-coupling reactions of diphenylphosphine with alkenylhalides

Cycloalkenyl Halide Substitution Reactions of Enantiopure Arene cis‐Tetrahydrodiols with Boron, Nitrogen and Phosphorus Nucleophiles

“…It is well known that arylphosphines couple with aryl halides under metal catalysis, [41] usually palladium, [42,43] nickel [44] and more recently copper. [45] Examples of phosphorus coupling to cycloalkenyl bromides [46] and triflates [34] are rarer and have only recently been properly explored. [47] Diphenylphosphine efficiently coupled to the chiral cycloalkenyl bromide 3d (Scheme 5), under palladium catalysis using the DPPF ligand.…”

Preparation of phosphines through C–P bond formation

“…Table 6 shows the protocols (A or B) generally used [157]. The vinylhalide substrates 75a were cross-coupled with diphenylphosphine or diphenyltrimethylsilylphosphine.…”

Catalytic synthesis and transformations of organophosphorus compounds

“…Of particular interest are α-phosphineneamines obtained by this method; they can be used as ligands in metal-complex catalysis (Scheme 11). 42 Alkynyl derivatives of phosphines were obtained by the crosscoupling of R n PCl 3 -n with alkynes in the presence of bases, which is more efficiently catalysed with nickel complexes than with palladium complexes. 43 This reaction gives mono-, di-or trisubstituted alkynyl derivatives in high yields (Scheme 12).…”