Palladium-catalyzed reactions of organic halides with olefins

doi:10.1021/AR50136A006

Journal ArticleDOI

Palladium-catalyzed reactions of organic halides with olefins

Richard F. Heck

- 01 Apr 1979 -

Accounts of Chemical Research

- Vol. 10, Iss: 37, pp 146-151

About:

This article is published in Accounts of Chemical Research.The article was published on 1979-04-01. It has received 818 citations till now. The article focuses on the topics: Palladium.

Citations

PDF

Open Access

More filters

Journal ArticleDOI

C–C Coupling Reaction of Triphenylbismuth(V) Derivatives and Olefins in the Presence of Palladium Nanoparticles Immobilized in Spherical Polyelectrolyte Brushes

Yulia B. Malysheva, +6 more

- 01 Jan 2008 -

European Journal of Inorganic Chemistry

Abstract: Carbon–carbon coupling reactions were carried out by using the triphenylbismuth(V) derivatives Ph3BiX2 (X = O2CH, O2CMe, O2CEt, O2CnPr, O2CnBu, O2CtBu, O2CPh, O2CCH2Cl, O2CCCl3, O2CCF3) and a variety of olefins in the presence of palladium nanoparticles immobilized in spherical polyelectrolyte brushes (Pd@SPB) under mild conditions (50 °C). The effects of the organobismuth derivatives and the unsaturated compounds and the influence of the ratio of solvents (THF and water) on the yield of cross-coupled products were studied. The most active organobismuth compound studied was triphenylbismuth bis(trifluoroacetate), Ph3Bi(O2CCF3)2. This system, which is based on the use oforganobismuth compounds, allows the formation of Heck-type products without the addition of base. Time-dependent product and side-product formation is indicative of a variety of fast (relative to product formation) organobismuth decomposition pathways that lower the overall yield of the coupling reactions. In comparison to homogeneous catalyst systems used for this type of C–C coupling reaction, we only used a very low Pd loading. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

...read moreread less

Journal ArticleDOI

Pd-Catalyzed Regiodivergent Synthesis of Diverse Oxindoles Enabled by the Versatile Heck Reaction of Carbamoyl Chlorides.

Xianqing Wu, +6 more

- 01 May 2020 -

Organic Letters

TL;DR: A miscellaneous oxindole synthesis bearing an all-carbon quaternary center enabled by Pd-catalyzed intramolecular cyclization followed by multiple intermolecular Heck reactions of both easily accessible alkene-tethered chlorides and olefins is reported.

...read moreread less

Journal ArticleDOI

Diethanolamine and N,N-diethylethanolamine ionic liquids as precatalyst-precursors and reaction media in green Heck reaction protocol

Zorica D. Petrović, +3 more

- 15 Jul 2010 -

Journal of Molecular Catalysis A-chemica...

TL;DR: The Heck reaction with PdCl 2 in diethanolamine and N,N-diethylethanolamine ionic liquids (ILs) is more efficient than analogous reactions performed in classical organic solvents.

...read moreread less

Journal ArticleDOI

Open-air oxidative Mizoroki–Heck reaction of arylsulfonyl hydrazides with alkenes

On Ying Yuen, +2 more

- 14 Mar 2016 -

RSC Advances

TL;DR: In this paper, a palladium(II)-catalyzed oxidized reaction of arylsulfonyl hydrazides with alkenes was developed employing atmospheric air as the sole oxidant in an open-vessel manner.

...read moreread less

Book ChapterDOI

The Literature of Heterocyclic Chemistry, Part III

Leonid I. Belen’kii

- 01 Jan 1988 -

Advances in Heterocyclic Chemistry

TL;DR: In this article, a survey of monographs and reviews published during the period 1979-1986 in Russian, German, Japanese, French, Czech, Polish, and other languages are surveyed and classified.

...read moreread less