Metallophthalocyanines have been synthesized in a very short time with excellent yields in the presence of tetrabutylammonium bromide ( TBAB ) as an ionic liquid at 185 °C. The ionic liquid can be recycled for subsequent reactions without any appreciable loss of efficiency.

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In the title mol­ecule, C23H24F2N3O2P, the P atom is in a distorted tetra­hedral P(=O)(N)(N)2 environment, with the bond angles around the P atom in the range 106.78 (11)–114.10 (13)°. The phosphoryl and carbonyl groups, which are separated by an N atom, adopt an anti orientation relative to each other. In the C(=O)NHP(=O) fragment, the P—N bond is longer [1.683 (2) Å] and the O—P—N angle is smaller [106.78 (11)°] than the other P—N bonds [1.613 (2) and 1.632 (2) Å] and O—P—N bond angles [114.10 (13) and 110.83 (12)°], respectively. The N atoms have sp 2 character. In the crystal, pairs of P=O⋯H—N hydrogen bonds form inversion dimers with R 2 2(8) ring motifs.

An efficient and convenient method is reported for the selective aerobic oxidation of thiols to the corresponding disulfides using NiO/MgO/SiO 2 (15 wt% NiO, Si/Mg = 3) supported cobalt(II) tetrasulfophthalocyanine as the catalyst in ethyl acetate at room temperature. The method is applicable to aromatic, aliphatic, and heterocyclic thiols. The catalyst can be recycled and reused for several times without any significant loss of its catalytic activity.

In the title compound, C21H21FN3O2P, the NH and P(=O) groups of the C(=O)NHP(=O) fragment are in a syn arrangement with respect to each other, as are the two amide H atoms of the two CH3–4-C6H4–NH moieties. In the crystal, mol­ecules are linked through N—H⋯O(=P) and N—H⋯O(=C) hydrogen bonds, forming R 2 2(8) and R 2 2(12) rings, which are arranged in chains parallel to [010].