1448258-93-2Relevant academic research and scientific papers
Six-membered [C,N] cyclopalladated sym N,N0,N00-tri(4-tolyl) guanidines: Synthesis, reactivity studies and structural aspects
Elumalai, Palani,Thirupathi, Natesan,Nethaji, Munirathinam
, p. 141 - 147 (2013/10/01)
Six-membered [C,N] cyclopalladated sym N,N0,N00-tri(4-tolyl)guanidines, [(ArNH)2C]NAr] (sym = symmetrical; Ar = 4-MeC6H4; LH2 4-tolyl) of the types [(C,N)Pd(m-OC(O)R)]2 (1 and 2), [(C,N)Pd(m-Br)]2 (3), cis-[(C,N)PdLBr] (4e7), and [(C,N)Pd(acac)] (8) were prepared in high yield by established methods with a view aimed at understanding the influence of the 4-tolyl substituent of the guanidine moiety upon the solution behaviour of 1e8. The composition of 1e8 was confirmed by elemental analysis, IR, and NMR spectroscopy, and mass spectrometry. The molecular structures of 1e6 were determined by singlecrystal X-ray diffraction. Palladacycles 1e3 exist as a dimer in transoid conformation in the solid state while 4e6 exist as a monomer with cis configuration around the palladium atom as the Lewis base is placed cis to the PdeC bond due to antisymbiosis. The NMR spectra of 1e8 revealed the presence of a single isomer in solution and this spectral feature is ascribed to the rapid inversion of the six-membered [C,N]Pd ring due to the presence of sterically less hindered and more symmetrical 4-tolyl substituent in the ]NAr unit of the guanidine moiety.
