Abstract
The reaction of the chloro-substituted o-aminobenzoic acids 1–3 with phosphorus trichloride led to the P-chlorobenzoxaza-substituted derivatives 4–6. The reaction of the previously known 5,6-benzo-2-chloro-1,3-dimethyl-1,3,2-diazaphosphorinan-6-one 7 with trimethylsilylcyanide furnished the P-cyano derivative 8. Its structure was confirmed by a single-crystal X-ray Structure analysis. The phosphorus atom lies out of the plane of the other atoms of the heterocycle and displays a short intermolecular P–O contact. Oxidative addition of tetrachloroorthobenzoquinone (TOB) at the A5P atom of 8, 9 and 12 gave the λ4-and λ5-P-compounds 10, 11 and 13, respectively. 5,6-Benzo-2-cyano-1,3-dimethyl-1,3,2-diazaphosphorinan-6-one 8 and 4,5-benzo-2-cyano-3-methyl-1,3,2-oxazaphosphorinan-6-one 9 reacted with dichloro(cycloocta-1,5-diene)platinum(II) [(COD)PtCl2] with formation of the 1:1 complexes 15 and 16. In the reaction of 8 with hexafluoroacetone (HFA) the unusual ester derivative 17 was formed. The characterization of 4–17 is based on 1H-, 13C-, and 13P-NMR-spectra, mass spectra and elemental analysis.