Reactions of Diferrocenylmorpholino- and -Methylsulfanyl-cyclopropenylium Salts with β-Dicarbonyl Compounds and Diethyl Malonate

REFERENCES

• Komatsu , K. ; Kitagawa , T. Cyclopropenylium cations, cyclopropenones, and heteroanalogues–Recent advances . Chem. Rev. 2003 , 103 , 1371 – 1425 , and references therein .
   PubMed Web of Science ®Google Scholar
• Tamm , M. ; Bannenberg , T. ; Grzegorzewski , A. ; Fröhlich , R. 2-Azaallenylidene complexes: Synthesis and structures of chromium and tungsten complexes with a (cyclopropenylidene)-2-azaethenylidene ligand . J. Organomet. Chem. 2001 , 617–618 , 640 – 646 .
   Google Scholar
• Komatsu , K. ; Yoshida , Z. In Methods of Organic Chemistry (Houben-Weyl) , de Meijere , A. (Ed.); Thieme : Stuttgart , 1996 ; vol. E 17d , p. 3079 .
   Google Scholar
• Cais , M. ; Eisenstadt , A. Metal π-complexes of the sesquifulvalene and calicene systems . J. Am. Chem. Soc. 1967 , 89 , 5468 – 5469 .
   Google Scholar
• (a) Agranat , I. ; Aharon-Shalom , E. Stabilization of cyclopropenium ion by nonbenzenoid aromatics: Triferrocenylcyclopropenium ion and diferrocenylcyclopropenone . J. Am. Chem. Soc. 1975 , 97 , 3829 – 3830 ; (b) Agranat , I. ; Aharon-Shalom , E. ; Fry , A. J. ; Krieger , R. L. ; Krug , W. O. Stabilization of the cyclopropenum and cyclopropenone ring systems by ferrocene . Tetrahedron 1979 , 35 , 733 – 740 .
   Google Scholar
• Fry , A. J. ; Jain , P. S. ; Krieger , R. L. Electrochemical behavior of 1,2,3-rtriferrocenylcyclopropenes . J. Organomet. Chem. 1981 , 214 , 381 – 390 .
   Google Scholar
• Klimova , E. I. ; Klimova , B. T. ; Hernandez Ortega , S. ; Mèndez Iturbide , D. ; Garcìa Marquez , A. ; Martines Garcia M. Diferrocenylcyclopropenyl cations: Synthesis, structures, and some chemical properties. J. Organomet. Chem. 2005, 690, 3333–3339.
   Google Scholar
• Klimova , E. I. ; Klimova , B. T. ; Ruiz Ramirez , L. ; Cinquantini , A. ; Corsini , M. ; Zanello , P. ; Hernández Ortega , S. ; Martinez Garcìa , M. 2,3-Diferrocenylcyclopropenone: Synthesis, structure, and some chemical and electrochemical properties . Eur. J. Org. Chem. 2003 , 4265 – 4275 .
   Google Scholar
• Klimova , B. T. ; Klimova , E. I. ; Mèndez Stivalet , J. M. ; Hernández Ortega , S. ; Martinez Garcìa , M. Diferrocenyl(methylthio)cyclopropenylium iodide in the synthesis of 2,3-diferrocenyl-1-methylthio-1,3-dienes and -1,3,5-trienes . Eur. J. Org. Chem. 2005 , 4406 – 4413 .
   Google Scholar
• Klimova , E. I. ; Martinez Garcìa , M. ; Klimova , B. T. ; Alvarez Toledano , C. ; Toscazo , R. A. ; Backinowsky , L. V. Functional group migration in reactions of diferrocenyl(methylthio)cyclopropenylium iodide with CH- acids . Eur. J. Org. Chem. 2006 , 4755 – 4760 .
   Google Scholar
• Klimova , B. T. ; Klimova , E. I. , Flores-Alamo , M. ; Backinowsky , L. V. ; Martinez Garcìa , M. Formation of 4,5-diferrocenyl-6-methylthio-6H-1,2-oxazine N-oxides and migration of a nitro group in reactions of 2,3-diferrocenyl-1-methylthiocyclopropenylium iodide with nitroalkanes . Synthesis 2006 , 21 , 3706 – 3710 .
   Google Scholar
• Klimova , E. I. ; Klimova , B. T. ; Hernández Ortega , S. ; Ortiz-Frade , L. ; Backinowsky , L. V. ; Martinez Garcìa , M. Synthesis of 1,2-diferrocenyl-3-(diacylmethylidene)cyclopropenes and 1,1-diacyl-2,3-diferrocenyl-4-methylsulfanylbuta-1,3-dienes, their structures, and electrochemical properties . J. Organomet. Chem. 2008 , 693 , 1215 – 1224 .
   Google Scholar
• Klimova , E. I. ; Klimova , B. T. ; Ruiz Ramirez , L. ; Martinez Garcìa , M. 3-Ferrocenyl-1-methyl- and 1-ferrocenyl-3-methylcyclopropenes . J. Organomet. Chem. 2006 , 691 , 507 – 513 .
   Google Scholar
• Klimova , B. T. ; Martínez García , M. ; Ortiz-Frade , L. ; Hernández Ortega , S. ; Toscano , R. A. ; Klimova , E. I. Synthesis, structures, and some chemical and electrochemical properties of E-1,2-diferrocenyl-3-methylthioprop-2-enone and its ketals . J. Organomet. Chem. 2006 , 691 , 2872 – 2882 .
   Google Scholar
• Klimova , E. I. ; Klimova Berestneva , T. ; Cinquantini , A. ; Corsini , M. ; Zanello , P. ; Toscano , R. A. ; Hernández Ortega , S. ; Martínez García , M. 3,3-Diethyl- and 3,3-dibenzyl-1,2-diferrocenylcyclopropenes . Org. Biomol. Chem. 2003 , 1 , 4458 – 4464 .
   PubMed Web of Science ®Google Scholar
• Zanello , P. In Inorganic Electrochemistry: Theory, Practice and Application : The Royal Society of Chemistry : Cambridge , UK , 2003 .
   Google Scholar
• Robin , M. B. ; Day , P. Mixed valence chemistry: A survey and classification . Adv. Inorg. Chem. Radiochem. 1967 , 10 , 247 – 422 .
   Google Scholar
• Gritzner , G. ; Küta , J. Recommendations on reporting electrode potentials in nonaqueous solvets . Pure Appl. Chem. 1984 , 56 ( 4 ), 461 – 466 .
   Google Scholar
• Vázquez López , E. A. ; Flores-Alamo , M. ; Martínez Mendoza , J. M. , Klimova , E. I. 4-(4-Nitrobenzyl)pyridine in reaction with diferrocenyl(methylthio)-cyclopropenylium iodide . J. Mex. Chem. Soc. 2007 , 51 , 11 – 15 .
   Google Scholar
• Sheldrick , G. M. SHELXS-97, Program for the Refinement of Crystal Structures ; University of Göttingen : Göttingen, Germany , 1994 .
   Google Scholar