Special Issue "Suzuki–Miyaura Cross-Coupling Reaction and Potential Applications"
A special issue of Catalysts (ISSN 2073-4344).
Deadline for manuscript submissions: closed (30 November 2016)
Dr. Ioannis D. Kostas
Suzuki–Miyaura cross-coupling remains a powerful tool in organic synthesis for C–C bond formation and has various industrial applications, such as for the synthesis of pharmaceuticals and materials. Intensive research efforts are being made into finding ways of improving and expanding the scope of this process, and the development of more efficient catalytic systems for this extremely important reaction is still a hot research topic of enormous academic and industrial interest.
This Special Issue aims to cover promising research and novel trends in the broad field of Suzuki–Miyaura cross-coupling, employing a range of different catalysts. Catalysis may be homogeneous or heterogeneous, and the transformations may be in mono- or biphasic systems, using conventional conditions or by application of non-conventional techniques (e.g. ultrasound, microwaves). The catalysts may be supported or unsupported metal complexes with phosphane- or phosphane-free ligands, as well as metal nanoparticles. Studies on catalyst recycling, coupling of non-activated substrates, mechanistic insights, and also potential applications for the synthesis of fine chemicals and intermediates used in the manufacture of drugs and materials would also be of great interest.
Dr. Ioannis D. Kostas
Manuscript Submission Information
Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All papers will be peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.
Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Catalysts is an international peer-reviewed open access monthly journal published by MDPI.
Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 1000 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.
- C-C bond formation
- Noble metals
- Homogeneous catalysis
- Metal complex
- Phosphane ligand
- Phosphane-free ligand
- Multiphase catalysis
- Heterogeneous catalysis
- Metal nanoparticles
The below list represents only planned manuscripts. Some of these manuscripts have not been received by the Editorial Office yet. Papers submitted to MDPI journals are subject to peer-review.
Title: Electrophiles in Suzuki–Miyaura Cross-Coupling: More than Organohalides
Authors: Kai Cheng
Short Abstract: Organohalides are extensively used as the coupling partners in Suzuki–Miyaura cross-coupling via C-X cleavage due to their relatively availablity. Much effort has been directed to search for alternative electrophiles to organohalides in these years Among them, N-based coupling partners (aryl diazonium salts, arylhydrazines), C-based coupling partners (arylcarboxylic acids), S-based coupling partners (aryl sulfonyl compounds), and O-based leaving groups (aryl ethers, carboxylates and sulfonates) have been well-documented. Recent progress for the research of alternative electrophiles will be described in this review.
Title: Aziridine- and azetidine-Pd catalytic combinations. Synthesis and evaluation of the ligand ring size impact on Suzuki reaction issues.
Authors: Hamza Boufroura 1, Benjamin Large 1, Talia Bsaibess 1, Serge Perato 1, Anne gaucher 1, and Damien Prim 1,*
Affiliation: 1 Université de Versailles Saint-Quentin-en-Yvelines, Institut Lavoisier de Versailles, UMR CNRS 8180, 45, Avenue des Etats-Unis, 78035 Versailles
*Correspondence: firstname.lastname@example.org; Tel.: +33-013-925-4455
Abstract: The synthesis of new vicinal diamines based on aziridine and azetidine cores as well as the comparison of their catalytic activities as ligand in the Suzuki coupling reaction are described in this communication. The synthesis of three- and four-membered ring heterocycles substituted by a methylamine pendant arm is detailed from the parent nitrile derivatives. Complexation to palladium under various conditions has been examined affording vicinal diamines or amine-imidate complexes. The efficiency of four news catalytic systems is compared in the preparation of variously substituted biaryls. Aziridine- and azetidine-based catalytic systems allowed Suzuki reactions from aryl bromides and chlorides with catalytic loadings until 0.1% at temperatures ranging from 100° to rt. The evolution of the Pd-metallacycle ring strain moving from azetidine to aziridine in combination with a methylamine or a imidate pendant arm impacted the the Suzuki reaction issue.
Keywords: aziridine; azetidine; vicinal diamine; ligand; Suzuki
Title: Aqueous Suzuki Coupling Reactions of Basic Nitrogen-Containing Aryl Chlorides in the Absence of Added Base: Observation of High Yields under Acidic Conditions
Authors: Zhao Li†, Carol Gelbaum†, Jason S. Fisk§, Bruce Holden§, Arvind Jaganathan§, Gregory T. Whiteker£, Pamela Pollet†, and Charles L. Liotta*†‡
Affiliation: †School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Georgia 30332, USA
‡School of Chemical and Biomolecular Engineering, Georgia Institute of Technology, Atlanta, Georgia 30332, USA
The Dow Chemical Company, Midland, Michigan 48674, USA
£Dow AgroSciences, Indianapolis, Indiana 46268, USA
Keywords: aqueous Suzuki reactions, aryl chlorides, P-ligands, base-free, acidic conditions, oxo palladium mechanism
Abstract: A series of aqueous heterogeneous Suzuki coupling reactions of aryl chlorides containing basic nitrogen centers with arylboronic acids in the absence of added base using commercial P-ligands is presented. High yields of products were obtained employing aryl chlorides containing aliphatic amine substituents and good to high yields were obtained employing a variety of substituted chloropyridines. In the former series, the pH of the aqueous phase changed from basic to acidic during the course of reaction while in the latter series, the entire course of coupling reactions took place under acidic conditions. A mechanistic interpretation for these observations is presented.