70423-98-2Relevant academic research and scientific papers
DISPLACEMENT OF NORBORNADIENE (NBD) FROM PtMe2(NBD) BY N-DONORS, DIMETHYLSULFOXIDE, AND CYANIDE, AND REACTIONS OF cis-PtMe2L2 WITH IODOMETHANE
Appleton, Trevor G.,Hall, John R.,Williams, Mark A.
, p. 139 - 150 (1986)
Norbornadiene (NBD) was displaced from PtMe2(NBD) by a range of ligands L to form cis-PtMe2L2 (L = pyridine (py), NH3 dimethylsulfoxide (DMSO); L2 = 2,2'-bipyridyl (bipy), ethylenediamine (en), N,N,N',N'-tetramethylethylenediamine (tmen) - but not L = acetonitrile, benzonitrile, N,N-dimethylformamide, or water).These reactions occur more readily than the corresponding displacements of 1,5-cyclooctadiene (COD) from PtMe2(COD).Cyanide readily displaced the diolefin from either PtMe2(NBD) or PtMe2(COD) to form cis-PtMe2(CN)22-, but no reaction occurred with bromide, chloride, and acetylacetonate.Thiocyanate and iodide slowly reacted, but no methyl-platinum product was obtained.The reaction of each of the compounds PtMe2L2 with MeI was studied in benzene.PtMe2(NBD) gave 4.With L = py, 1/2(bipy), or 1/2(tmen), PtMe3IL2 was obtained rapidly at room temperature.For the sparingly soluble compounds with L = NH3 or 1/2(en), heating was necessary for reaction.The product from PtMe2(en) was PtMe3I(en), but cis-PtMe2(NH3)2 gave a mixture of I.With L = DMSO, heating initially gave PtMe3I(DMSO)2, which slowly lost DMSO to form 4.For L = py, 1/2(tmen), treatment with acid readily removed L from PtMe3IL2.
DISPLACEMENT OF NORBORNADIENE (NBD) FROM PtR2(NBD) (R = Me, CF3) BY WEAK LIGANDS
Appleton, Trevor G.,Hall, John R.,Neale, Don W.,Williams, Mark A.
, p. C73 - C76 (1984)
Norbornadiene (NBD) is more easily displaced from PtMe2(NBD) by other ligands than is cyclooctadiene (COD) from PtMe2(COD). cis-PtMe2L2 (L = py, 1/2tmen, 1/2en, NH3, DMSO) have been prepared in this way. cis-PtMe2py2 is very reactive toward oxidative addi
Revisiting the synthesis of trans-[Pt(dmso)2ClMe] and cis-[Pt(dmso)2Me2]: Experimental and DFT studies
Baquero, Edwin A.,Rodríguez-Zú?iga, Ana,Flores, Juan C.,Temprado, Manuel,de Jesús, Ernesto
, p. 108 - 112 (2019)
The preparation of trans-[Pt(dmso)2ClMe] (2) and cis-[Pt(dmso)2Me2] (3) from cis-[Pt(dmso)2Cl2] (1) and SnMe4 has been reexamined (dmso = dimethyl sulfoxide). The information obtained from experimental and DFT studies has permitted the improvement of previously reported methods for the synthesis of both complexes in terms of reaction times, reaction yields, and atom economy. These studies show that complex 1 reacts with a first equiv of SnMe4 to form trans-[Pt(dmso)2ClMe] (2) as an intermediate that quickly reacts with a second equiv of SnMe4 to yield cis-[Pt(dmso)2Me2] (3). When only 1 equiv of the organostannane reagent is added, the comproportionation of 3 with the excess of unreacted 1 leads the reaction back to the formation of trans-[Pt(dmso)2ClMe] (2). The mechanism of this comproportionation has been studied using DFT calculations.
Rollover Cyclometalated Bipyridine Platinum Complexes as Potent Anticancer Agents: Impact of the Ancillary Ligands on the Mode of Action
Babak, Maria V.,Pfaffeneder-Kmen, Martin,Meier-Menches, Samuel M.,Legina, Maria S.,Theiner, Sarah,Licona, Cynthia,Orvain, Christophe,Hejl, Michaela,Hanif, Muhammad,Jakupec, Michael A.,Keppler, Bernhard K.,Gaiddon, Christian,Hartinger, Christian G.
, p. 2851 - 2864 (2018/03/13)
Platinum-based anticancer coordination compounds are widely used in the treatment of many tumor types, where they are very effective but also cause severe side effects. Organoplatinum compounds are significantly less investigated than the analogous coordination compounds. We report here rollover cyclometalated Pt compounds based on 2,2′-bipyridine which are demonstrated to be potent antitumor agents both in vitro and in vivo. Variation of the co-ligands on the Pt(2,2′-bipyridine) backbone resulted in the establishment of structure-activity relationships. They showed that the biological activity was in general inversely correlated with the reaction kinetics to biomolecules as shown for amino acids, proteins, and DNA. The less stable compounds caused higher reactivity with biomolecules and were shown to induce p53-dependent DNA damage. In contrast, the presence of bulky PTA and PPh3 ligands was demonstrated to cause lower reactivity and increased antineoplastic activity. Such compounds were devoid of DNA-damaging activity and induced ATF4, a component of the endoplasmic reticulum (ER) stress pathway. The lead complex inhibited tumor growth similar to oxaliplatin while showing no signs of toxicity in test mice. Therefore, we demonstrated that it is possible to fine-tune rollover-cyclometalated Pt(II) compounds to target different cancer pathways and be a means to overcome the side effects associated with cisplatin and analogous compounds in cancer chemotherapy.
Synthesis of Platinum(II) Alkyl and Aryl Complexes from K2 and Tetraorganotin Compounds in Dimethyl Sulphoxide
Eaborn, Colin,Kundu, Kalipada,Pidcock, Alan
, p. 933 - 938 (2007/10/02)
Complexes cis- and cis-(dmso=dimethyl sulphoxide) are readily obtained from K2 and SnMe3R (R=aryl or Me) in dmso at 70-90 deg C.Hydrogen-1 n.m.r. spectra show that the dmso ligands are bound through sulphur in solution an
