87249-59-0Relevant academic research and scientific papers
Unprecedented reactivity of 1-alkynes with 2-chloroethanol promoted by cationic solvento(trifluoromethyl)platinum(II) complexes. Synthesis of β-alkoxyalkenyl derivatives and X-ray structure of trans-[Pt{C(H)=C(Ph)OCH2CH2Cl}(CO)(PPh3) 2][BF4]·Et2O
Michelin, Rino A.,Mozzon, Mirto,Vialetto, Barbara,Bertani, Roberta,Bandoli, Giuliano,Angelici, Robert J.
, p. 1220 - 1226 (2008/10/08)
Reactions at ambient temperature of the solvento cationic trifluoromethyl complex trans-[Pt(CF3)(PPh3)2(solv)][BF4] with 1.5 equiv of 1-alkynes RC≡CH (R = Ph, p-tolyl) and 2-chloroethanol afford in high yield the β-alkoxyalkenyl complexes trans-[Pt{C(H)=C(R)-OCH2CH2Cl}(CO)(PPh3) 2][BF4] (R = Ph (1), p-tolyl (2)). In these reactions the CF3 group is also converted to a CO ligand. Complexes 1 and 2 were characterized by spectroscopic techniques and 1 also by an X-ray diffraction analysis. Reaction of the alkynyl complex trans-[Pt(CF3)(C≡C-p-tolyl)(PPh3)2] with 2-chloroethanol and 1 equiv of HBF4 gives the acetylide-carbonyl derivative trans-[Pt(C≡C-p-tolyl)(CO)(PPh3)2][BF4] (3), which was also formed by reaction of trans-[Pt(CF3)(C≡C-p-tolyl)(PPh3)2] with aqueous HBF4. Possible mechanisms of these reactions are discussed. ? Dedicated to Professor Warren R. Roper on the occasion of his 60th birthday.
Coordination and reactivity of benzyloxycarbonyl-Ala(CN)-OR (R = H, CH3) in complexes of platinum (II)
Campardo, Luana,Gobbo, Marina,Rocchi, Raniero,Bertani, Roberta,Mozzon, Mirto,Michelin, Rino A.
, p. 269 - 273 (2008/10/08)
The conversion of a nitrile to an oxazoline group in an amino acid side chain promoted by platinum(II) was investigated. While benzyloxycarbonyl-β-cyano-alanine (Z-Ala(CN)-OH) did not give any evidence of coordination of the nitrile group to Pt(II) in different complexes, the corresponding methyl ester Z-Ala(CN)-OCH3 readily afforded the Pt(II)-nitrile complex trans-[Pt(CF3){Z-Ala(CN)-OCH3}(PPh3) 2][BF4] in good yield by reaction with the cationic derivative trans-[Pt(CF3)(PPh3)2(solv)][BF4] (solv = CH2Cl2). The reactivity of the CN group in the complex trans-[Pt(CF3){Z-Ala(CN)OCH3}(PPh3) 2] [BF4] with ClCH2CH2O-to form the oxazoline ligand 2 was examined. The presence of the oxazoline ring in the final products was evidenced by IR, 1H and 13C NMR data and confirmed by FAB and MALDI mass spectra, but its isolation was hampered by the cleavage of the oxazoline ring under the chromatographic conditions applied.
