Anti-Markovnikov hydroarylation of styrenes catalyzed by an in situ generated ruthenium complex.

نویسندگان

  • Rémi Martinez
  • Jean-Pierre Genet
  • Sylvain Darses
چکیده

An efficient and practical catalytic system for the anti-Markovnikov ruthenium-catalyzed hydroarylation of styrenes with acetophenone, allowing a straightforward access to bibenzyl backbones, is described for the first time: this process, involving regioselective C-H bond activation, is complementary to a Friedel-Crafts type reaction giving the branched adduct.

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

The lewis acidic ruthenium-complex-catalyzed addition of beta-diketones to alcohols and styrenes is in fact Brønsted acid catalyzed.

The perchlorate salt of the dicationic bipy-ruthenium complex cis-[Ru(6,6'-Cl2bipy)2(H2O)2]2+ effectively catalyzes addition of beta-diketones to secondary alcohols and styrenes to yield the alpha-alkylated beta-diketones. In a catalytic addition reaction of acetylacetone to 1-phenylethanol, the kappa2-acetylacetonate complex [Ru(6,6'-Cl2bipy)2(kappa2-acac)]ClO4 was isolated after the catalysis...

متن کامل

Novel anti-Markovnikov regioselectivity in the Wacker reaction of styrenes.

The Wacker reaction is one of the longest known palladium-catalysed organic transformations, and in the vast majority of cases proceeds with Markovnikov regioselectivity. Palladium(II)-mediated oxidation of styrenes was examined and in the absence of reoxidants was found to proceed in an anti-Markovnikov sense, giving aldehydes. Studies on the mechanism of this unusual transformation were carri...

متن کامل

Enantio- and regioselective CuH-catalyzed hydroamination of alkenes.

A highly enantio- and regioselective copper-catalyzed hydroamination reaction of alkenes has been developed using diethoxymethylsilane and esters of hydroxylamines. The process tolerates a wide variety of substituted styrenes, including trans-, cis-, and β,β-disubstituted styrenes, to yield α-branched amines. In addition, aliphatic alkenes coupled to generate exclusively the anti-Markovnikov hy...

متن کامل

Primary alcohols from terminal olefins: formal anti-Markovnikov hydration via triple relay catalysis.

Alcohol synthesis is critical to the chemical and pharmaceutical industries. The addition of water across olefins to form primary alcohols (anti-Markovnikov olefin hydration) would be a broadly useful reaction but has largely proven elusive; an indirect hydroboration/oxidation sequence requiring stoichiometric borane and oxidant is currently the most practical methodology. Here, we report a mor...

متن کامل

Theoretical study on the mechanism of hydromethoxylation catalyzed by palladium(II) complex

Palladium (II) coordination complexes catalyze the reaction of alcohols with ketones to yield ethers. During the catalytic cycle, the alcohol adds selectively to the β-carbon (anti-Markovnikov). In this work, mechanism and kinetics for the reaction of methanol with methyl vinyl ketone (MVK), being catalyzed by Pd, has been theoretically investigated in detail. Using quantum mechanical approach,...

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 33  شماره 

صفحات  -

تاریخ انتشار 2008