Reaction Between Ferrocene-carboxaldehyde and Dioxaphospholene: Characterization and Crystal Structures of an Unexpected Bisferrocenyldioxolane

نویسندگان

  • Guillermo Ahumada
  • Thierry Roisnel
  • David Carrillo
  • Jean-René Hamon
چکیده

Reacting an 1:1 stoichiometric molar ratio of ferrocenecarboxaldehyde and 2,2,2-trimethoxy4,5-dimethyl-1,3,2-dioxaphospholene, neat, at room temperature for one week, leads to the diastereoselective formation of a bis-ferrocenyl 1,3-dioxolane complex 1-(4-methyl-2,5diferrocenyl-1,3-dioxolan-4-yl)ethanone (1), in 30% isolated yield. The compound has been fully characterized by FT-IR, monoand two-dimensional 1 H and 13 C NMR spectroscopy, elemental analysis, and cyclic voltammetry. Complex 1 has also been characterized by single crystal X-ray analysis.

برای دانلود رایگان متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Thermal synthesis of Hematite nanoparticles: Structural, magnetic and morphological characterizations

Hematite (α-Fe2O3) nanoparticle was synthesized using organometallic compound - ferrocene carboxaldehyde through solventless solid state thermal decomposition technique. The crystal structure, magnetic and morphological properties of the decomposed material were studied using powder X-ray diffraction (XRD), superconducting quantum interference device (SQUID) magnetometry, ...

متن کامل

Two Substrates, Three Products: Reactions Between Ferrocene- carboxaldehyde and Dioxaphospholene, Characterization and Crystal Structures of Oxygenated C3- and C4-Chain Containing Ferrocenes

Reactions of aldehydes RCHO with 2,2,2-trimethoxy-4,5-dimethyl-1,3,2dioxaphospholene are known to form trimethylbiacetyl-aldehyde-phosphite adducts which upon methanolysis gave rise to the corresponding symmetrical 3-R-2,4-pentanediones (R = aryl, alkyl). Reactions between ferrocenecarboxaldehyde and the biacetyl-trimethylphosphite adduct, whatever the experimental conditions used, afforded thr...

متن کامل

One-pot synthesis of ferrocene-containing 1,3,4-oxadiazole derivatives from N-isocyaniminotriphenylphosphorane (Ph3PNNC), cyclic ketones and ferrocene carboxylic acid

Reactions of N-isocyaniminotriphenylphosphorane with a cyclic ketone in the presence of ferrocene carboxylic acid proceeded smoothly at room temperature and in neutral conditions to afford ferrocene-containing 1,3,4-oxadiazole derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed. The structures of the products were ded...

متن کامل

Palladacycles of sulfated and selenated Schiff bases of ferrocene-carboxaldehyde as catalysts for O-arylation and Suzuki-Miyaura coupling.

Schiff base ligands (L1: sulfated and L2: selenated) having a ferrocene core synthesized by reacting ferrocene-carboxaldehyde with 2-(phenylthio/seleno)ethylamine on treatment with Na2PdCl4 in the presence of NaOAc give cyclopalladated complexes [Pd(L1/L2-H)Cl] (1/2). Complex 1 of a sulfated Schiff base L1, on reacting with one equivalent of triphenylphosphine gives complex [Pd(L1-H)PPh3Cl] (3)...

متن کامل

One-pot Three-Component Synthesis of Dihydroquinoxalin-2-amines Containing a Ferrocene unit with the Potential of Biological and Pharmacological Activities

A three-component reaction between 1,2-phenylenediamine, ferrocenecarbaldehyde, and isocyanides in the presence of a catalytic amount of p-toluenesulfonic acid for the synthesis of 3,4-dihydroquinoxalin-2-amine derivatives containing a ferrocene unit is reported. This approach is an effective procedure because the products have a broad spectrum of biological and pharmacological activities such ...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

عنوان ژورنال:

دوره   شماره 

صفحات  -

تاریخ انتشار 2013