Table 3.

Photocatalytic synthesis of asymmetrically substituted bisarylphenylphosphines (III) and trisarylphenylphosphonium salts (IV) from H₂PPh using 3DPAFIPN (2) as a photoredox catalyst.

All reactions were carried out using H₂PPh (0.1 mmol, 1 equiv), Ar−I (0.5 mmol, 5 equiv), 3DPAFIPN (2 mol %) and Et₃N (0.4 mmol, 4 equiv) in CH₃CN/PhH (3:1 v/v, 2 mL) under an N₂ atmosphere and blue LED irradiation (λ _max=455 nm) for 18 h. Yields were determined by quantitative ³¹P{¹H} NMR analysis of the product mixture with PPh₃O as an internal standard. [a] Values in parentheses are the yield of the corresponding tetraarylphosphonium salt IV. [b] Values in parentheses are the yield of the corresponding triarylphosphine III. For simplicity, yields smaller than 10 % of tertiary phosphine are not given in the table (see the Supporting Information for further details).