Ben-Ari, Eyal published the artcileSelective Ortho C-H Activation of Haloarenes by an Ir(I) System, Computed Properties of 338800-13-8, the publication is Journal of the American Chemical Society (2003), 125(16), 4714-4715, database is CAplus and MEDLINE.
The cationic Ir(I) complex [(PNP)Ir(cyclooctene)][PF6] (1, PNP = 2,6-bis-(di-tert-Bu-phosphinomethyl)pyridine) reacts with benzene at 25° yielding quant. the square pyramidal Ph-hydride complex cis-[(PNP)Ir(Ph)(H)][PF6] (2), in which the hydride is trans to the vacant coordination site. The cationic complex 2 is stable to heating at 100°, in sharp contrast to the previously reported unstable neutral, isoelectronic [(PCP)Ir(H)(Ph)] (PCP = η3-2,6-(tBu2PCH2)2C6H3). Heating of 2 at 50° with other arenes results in arene exchange. Complex 1 activates C-H bonds of chloro- and bromobenzene with no C-halide oxidative addition being observed Selective ortho C-H activation takes place, the process being directed by halogen coordination and being thermodynamically and kinetically favorable. The meta- and para-C-H activation products are formed at a slower rate than the ortho isomer and are converted to the latter upon standing in solution NMR data and an x-ray crystallog. study of the ortho-activated chlorobenzene complex, which was obtained as the only product upon heating of 1 with chlorobenzene at 60°, show that the chloro substituent is coordinated to the metal center.
Journal of the American Chemical Society published new progress about 338800-13-8. 338800-13-8 belongs to pyridine-derivatives, auxiliary class Bis-phosphine Ligands, name is 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, and the molecular formula is C23H43NP2, Computed Properties of 338800-13-8.
Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem