Organophosphorus Transition Metal Chemistry: Palladium Catalyzed Arylation of Tetra- and Tricoordinated Phosphorus Compounds

Planar Polycyclic Oxaphosphoranes Incorporating a Benzophosphole Unit

“…Benzophospholes are important targets for modern organophosphorus chemistry. , The direct synthesis of quaternized benzophospholes, phosphindolium salts, from convenient starting materials is gaining significant attention; however, success has been limited to only a few examples . A very recent breakthrough in this area came from Hashmi’s laboratory using gold, boron, or proton induced cyclization of o -alkynylphenyl­phosphanes. , However, the development of efficient and simple approaches to phosphindolium salts still represents an attractive research target.…”

Direct Access to π‐Extended Phosphindolium Salts by Simple Proton‐Induced Cyclization of (o‐Alkynylphenyl)phosphanes

“…Based on the low efficiency of post functionalized approaches towards the phosphindolium salts, alternatives in which the compounds are directly formed in one synthetic step are highly attractive. So far, direct syntheses were only described by Pietrusiewicz and Yamaguchi . Yamaguchi et al.…”

“…[8] Based on the low efficiencyo fp ost functionalizeda pproaches towards the phosphindolium salts, alternatives in which the compounds are directly formed in one synthetic step are highly attractive. So far,d irect syntheses were only described by Pietrusiewicz [14] and Yamaguchi. [15,16] Yamaguchi et al successfully demonstrated the formation of the borate-bridged 2-benzophosphindolium structure that was triggered by ab orane in an intramolecular fashion (Scheme 1a).…”

Transition metal-mediated metathesis between P–C and M–C bonds: Beyond a side reaction

“…As mentioned above, this type of aryl quaternization reaction of PAr3 is known to be reversible [28][29], The phosphonium salt can participate iteratively in an oxidative addition/reductive elimination sequence until the equilibration point is reached. Accordingly, upon exposure of an excess aryl iodide substrate, aryl enriched phosphonium salts are obtained in very good yield (Scheme 28) [77]. Torres et al employed this strategy for functionalization of highly complex molecules.…”