On the frontier between nucleophilic aromatic substitution and catalysis.

نویسندگان

  • Martin Pichette Drapeau
  • Thierry Ollevier
  • Marc Taillefer
چکیده

A study on the arylation of heteroatom nucleophiles by using activated haloarenes, with or without metal catalysts, is reported. A discussion concerning the involvement of traces of metals is presented, supported by an unexpected ''ligand'' effect in the absence of added metal catalysts. We believe that the frontier between nucleophilic aromatic substitution and catalysis will likely prove to be much harder to delimit than is generally thought.

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

A Novel and Efficient Synthesis of New Dixanthones

The facile and high yield synthesis of a new series of dibenzophenones in the presence of polyphosphoric acid (PPA) together with their cyclization to corresponding moni and dixanthones are described. The aromatic nucleophilic substitution of these new compounds are also studied.

متن کامل

Synthesis of polynitroxides based on nucleophilic aromatic substitution.

The scope and limitations of the synthesis of polynitroxides by nucleophilic substitution of electron-deficient fluorinated aromatic compounds are described. The method provides a facile route to the formation of polynitroxides exhibiting strong electron exchange between nitroxide groups.

متن کامل

Enantio-Convergent Nucleophilic Substitution Reaction of Racemic Electrophiles Catalyzed by Chiral Brønsted Acid

Among the methods for asymmetric synthesis, enantioselective catalysis is one of the representatives to produce enantio-enriched molecules in an efficient and practical manner. Catalytic enantioselective nucleophilic addition to pro-chiral electrophiles such as aldehydes, ketones, imines, and electron deficient double bonds is one of the most extensively investigated reactions, and substantial ...

متن کامل

Chem. Pharm. Bull. 54(12) 1653—1658 (2006)

cellent s-donors. They readily form complexes with transition metals. Since 1990s, the use of NHCs as ligands has lead to significant advancements in the area of Pd-catalyzed carbon–carbon bond-forming reactions, Ru-catalyzed olefin metathesis, and Rh-catalyzed hydrosilylations. NHCs have also attracted significant attention as organocatalysts. Several reactions have been catalyzed by NHCs, for...

متن کامل

A colorimetric and fluorescent dual probe for specific detection of cysteine based on intramolecular nucleophilic aromatic substitution.

4-Nitro-1,8-naphthalic anhydride (NNA) was used to distinguish cysteine from homocysteine and other potentially interfering thiols through a novel sequential substitution mechanism. The discrimination involves a blue-fluorescent thioether formation via nucleophilic aromatic substitution of the nitro group by thiol, followed by a second intramolecular nucleophilic aromatic substitution of alkylt...

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:
  • Chemistry

دوره 20 18  شماره 

صفحات  -

تاریخ انتشار 2014