Phosphorus–fluorine chemistry. Part XXXVII. Preparation and crystal and molecular structure of the product of the reaction of tetrafluoro(phenyl)phosphorane with 2-methyl-8-trimethylsiloxyquinoline

Abstract

Tetrafluoro(phenyl)phosphorane reacts with 2-methyl-8-trimethylsiloxyquinoline to yield an intramolecular complex (2b) F₃PhP(oxMe)(oxMe = 2-methyl-8-hydroxyquinoline), containing an N→P co-ordinate bond. Crystals of the complex are orthorhombic, space group Pnam, with a= 21·672(6), b= 9·451(3), c= 6·816(2)ÅZ= 4. The phenyl group bonded to phosphorus is situated opposite the N→P co-ordinate bond. The molecule possesses a crystallographic plane of symmetry with the oxMe grouping lying in the mirror plane and perpendicular to the benzene ring. Considerable distortion from perfect octahedral co-ordination is observed at phosphorus with the P–O and P–F bonds being displaced away from the P–C bond at angles of 92·1, 95·5, and 93·5(1)°. The N→P co-ordinate bond length is 1·980(3)Å. The structure was solved by Patterson and Fourier methods and refined to R 0·040 for 986 diffractometer measured unique reflections.