87370-40-9Relevant academic research and scientific papers
REACTIVITY OF CYCLOPALLADATED COMPOUNDS. VIII. SYNTHESIS OF CYCLOMETALLATED COMPOUNDS WITH AN OXYGEN AS THE DONOR ATOM. CRYSTAL AND MOLECULAR STRUCTURE OF (8-METHYLQUINOLINE-C,N)(1-METHOXYNAPHTHALENE-8-C,O)PALLADIUM(II)
Dehand, J.,Mauro, A.,Ossor, H.,Pfeffer, M.,Santos, R. H. De A.,Lechat, J. R.
, p. 537 - 550 (1983)
Treatment of 1-methoxynaphthalene (MXNH) with n-butyllithium in a diethyl ether/n-hexane solution gives 1-methoxynaphthalene-8-lithium (MXVLi) in 30percent yield as an insoluble material.This compound reacts with PdCl2(SEt2)2 to give bis(1-methoxynaphthalene-8-C,O)palladium(II) (I) and with PtCl2(SEt2)2 to give cis- and trans-(1-methoxynaphthalene-8-C,O)(1-methoxynaphthalene-8-C)(diethylsulfide)platinum(II) (II), which are non-rigid molecules in solution.With the cyclopalladated dimers , MXNLi gives the palladobicyclic compounds: (III).An X-ray diffraction study of compound IIIa where NC = 8-methylquinoline-C,N reveals the planarity of the molecule, shows that it has a cis configuration with respect to the Pd-C bonds, and confirms that the oxygen atom of MXN is bonded to palladium: Pd-O 2.236(4) Angstroem.The geometry of IIIa is maintained in solution, whereas the corresponding compounds IIIb and IIIc in which NC is benzoquinoline-9-C,N and N,N-dimethyl-1-naphthylamine-8-C,N, respectively, appear to be mixtures of cis and trans isomers in solution.With PMe2Ph I and II give trans-Pd(MXN)2(PMe2Ph)2 and cis-Pt(MNX)2(PMe2Ph)2, respectively, in which the methoxynaphthalene is bound to the metals via the 8-carbon of the naphthalene ring.Only one phosphine ligand adds to compounds IIIb and IIIc with displacement of the OPd bond.One carbon monoxide ligand can be added to the platinum compound II to give Pt(MXN)2(SEt2)CO which in solution exists as two isomers in equilibrium.
