Formylation of electron-rich aromatic rings mediated by dichloromethyl methyl ether and TiCl4: scope and limitations.

نویسندگان

  • Iván Ramos-Tomillero
  • Marta Paradís-Bas
  • Ibério de Pinho Ribeiro Moreira
  • Josep María Bofill
  • Ernesto Nicolás
  • Fernando Albericio
چکیده

Here the aromatic formylation mediated by TiCl4 and dichloromethyl methyl ether previously described by our group has been explored for a wide range of aromatic rings, including phenols, methoxy- and methylbenzenes, as an excellent way to produce aromatic aldehydes. Here we determine that the regioselectivity of this process is highly promoted by the coordination between the atoms present in the aromatic moiety and those in the metal core.

برای دانلود 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

Photocatalytic Mineralization of Methylene BlueAqueous Solutions by Ag/TiO2 Nano Composite

Nanocomposite of Ag/TiO2 and nanocrystalline TiO2 were prepared by using TiCl4 as a precursor in a simple sol-gel process. The prepared photo-catalysts were characterized by X-ray diffraction (XRD), scanning electron micrographs (SEM), energy dispersive X-ray microanalysis (EDX), transmission electron microscopy (TEM) and diffuse reflectance spectroscopy (DRS). A complete and effective photocat...

متن کامل

Chemoselective N-tert-butoxycarbonylation and N-formylation of Amines by B(OSO3H)3/SiO2 as an Efficient Heterogeneous and Recyclable Catalyst

A simple, efficient, and cost-effective procedure for the N-tert-butoxycarbonylation and N-formylation of amines (primary, secondary) respectively, with di-tert-butyl dicarbonate and 85% aqueous formic acid under solvent-free condition using B(OSO3H)3/SiO2 (SBSA) as a heterogeneous and recyclable catalyst has been developed. We demonstrated that the resulting catalyst is applicable to various a...

متن کامل

The Effect of pH on the Liquid-liquid Equilibrium for a System Containing Polyethylene Glycol Di-methyl Ether and Tri-potassium Citrate and its Application for Acetaminophen Separation

In this work liquid-liquid equilibrium for aqueous two phase system composed of polyethylene glycol di-methyl ether and tri-potassium citrate at different medium pH values (6.00, 7.00 and 8.00) and 298.15 K was studied. The obtained results show that two phase area expanded with an increasing of pH values. The performances of the Merchuk and semi-empirical equations were tested in correlating t...

متن کامل

Cyanation and bromination of electron-rich aromatics by BrCN under solvent-free conditions catalyzed by AlCl3: A new examples of Beckmann-type rearrangement

A convenient route for cyanation and bromination of some electron-rich aromatics (anisole, 1,3-dimethoxybenzene, 1,4-dimethoxybenzene, 1,3,5-trimethoxybenzene and β-naphthol) by BrCN in the presence of aluminum trichloride (AlCl3), as catalyst, by grinding method under solvent-free conditions at room temperature to 60 °C was described in good yield. The structures of all obtained products were ...

متن کامل

Quantitative study of interactions between oxygen lone pair and aromatic rings: substituent effect and the importance of closeness of contact.

Current models describe aromatic rings as polar groups based on the fact that benzene and hexafluorobenzene are known to have large and permanent quadrupole moments. This report describes a quantitative study of the interactions between oxygen lone pair and aromatic rings. We found that even electron-rich aromatic rings and oxygen lone pairs exhibit attractive interactions. Free energies of int...

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

برای دانلود 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

عنوان ژورنال:
  • Molecules

دوره 20 4  شماره 

صفحات  -

تاریخ انتشار 2015