Regioselective aromatic C-H silylation of five-membered heteroarenes with fluorodisilanes catalyzed by iridium(I) complexes.

نویسندگان

  • Tatsuo Ishiyama
  • Kazuaki Sato
  • Yukihiro Nishio
  • Takeaki Saiki
  • Norio Miyaura
چکیده

The aromatic C-H silylation of five-membered heteroarenes with 1,2-di-tert-butyl-1,1,2,2-tetrafluorodisilane regioselectively proceeded at 120 degrees C in octane in the presence of a catalytic amount of iridium(I) complexes generated from 1/2[Ir(OMe)(COD)]2 and 2-tert-butyl-1,10-phenanthroline.

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

Iridium-catalyzed borylation of arenes and heteroarenes via C–H activation*

Direct C–H borylation of aromatic compounds catalyzed by a transition-metal complex was studied as an economical protocol for the synthesis of aromatic boron derivatives. Iridium complexes generated from Ir(I) precursors and 2,2'-bipyridine ligands efficiently catalyzed the reactions of arenes and heteroarenes with bis(pinacolato)diboron or pinacolborane to produce a variety of aryland heteroar...

متن کامل

Aromatic C-H silylation of arenes with 1-hydrosilatrane catalyzed by an iridium(I)/2,9-dimethylphenanthroline (dmphen) complex.

Aromatic C-H silylation of neat arenes with 1-hydrosilatrane was found to be efficiently catalyzed by iridium catalysts composed of 1/2[Ir(OMe)(cod)]2 and 2,9-dimethyl-1,10-phenanthroline at 120 °C to afford the corresponding silylated products in high yields. The silylated products can be used for the Hiyama cross-coupling reaction.

متن کامل

Palladium-catalyzed regioselective allylation of five-membered heteroarenes with allyltributylstannane.

Palladium-catalyzed allylation reactions of 2-(chloromethyl)thiophenes, 2-(chloromethyl)furans, and N-protected 2-(chloromethyl)-1H-pyrroles with allyltributylstannane were described in this study. This type of allylation reaction regioselectively occurred on the heteroarene rings to produce allylated dearomatization products or allylated heteroarenes with satisfactory yields.

متن کامل

Reductive arene ortho-silanolization of aromatic esters with hydridosilyl acetals.

This work describes the design and application of a single-pot, reductive arene C-H silanolization of aromatic esters for synthesis of ortho-formyl arylsilanols. This strategy involves a sequence of two transition metal (Ir and Rh)-catalyzed reactions for reductive arene ortho-silylation directed by hydridosilyl acetals and hydrolysis.

متن کامل

Synthesis and Characterization of Aminocarboxylato Iridium(III) Complexes

Aminocarboxylic acids, such as 2-aminobenzoic acid, react easily with [Ir(COD)(PMe3)3]Cl, (COD=1,5-cyclooctadiene), in THF to produce hydridoaminocarboxylato iridium(III) complexes in high yields. These octahedral complexes are formed via oxidative addition reaction of the O-H bond of the carboxylic group with the central metal. The starting iridium(I) complex losses t...

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:
  • Chemical communications

دوره 40  شماره 

صفحات  -

تاریخ انتشار 2005