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Catalysts
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Transition Metal Catalyzed Cross-Coupling Reactions
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Transition Metal Catalyzed Cross-Coupling Reactions

A special issue of Catalysts (ISSN 2073-4344). This special issue belongs to the section "Catalysis in Organic and Polymer Chemistry".

Deadline for manuscript submissions: closed (31 October 2020) | Viewed by 30441

Printed Edition Available!
A printed edition of this Special Issue is available here.

Special Issue Editor

Dr. Ioannis D. Kostas

E-Mail Website
Guest Editor
National Hellenic Research Foundation, Institute of Chemical Biology, Vas. Contantinou 48, 11635 Athens, Greece
Interests: transition metal homogeneous catalysis in organic synthesis; catalysis by metal nanoparticles; medicinal chemistry
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

Transition metal-catalyzed cross-coupling reactions have proved to be powerful tools for carbon–carbon as well as carbon–heteroatom bond formation, and a number of these reactions are well established for the development of applications ranging from pharmaceuticals to materials. Intensive research efforts are being made to find ways to improve and expand the scope of the process, and the development of more efficient catalytic systems is 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 cross-coupling reactions, 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 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 asymmetric catalysis, 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 are also of great interest.

Submissions to this Special Issue are welcome in the form of original research papers (communications or full papers) or review articles.

Dr. Ioannis D. Kostas
Guest Editor

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 submissions that pass pre-check are 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 2700 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.

Keywords

  • Cross-coupling
  • C–C bond formation
  • C–heteroatom bond formation
  • Metal complex
  • Phosphane ligand
  • Phosphane-free ligand
  • Multiphase catalysis
  • Homogeneous catalysis
  • Heterogeneous catalysis
  • Metal nanoparticles

Published Papers (5 papers)

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Editorial

Jump to: Research, Review

2 pages, 175 KiB  
Editorial
Editorial Catalysts: Special Issue on Transition Metal Catalyzed Cross-Coupling Reactions
by Ioannis D. Kostas
Catalysts 2021, 11(4), 473; https://doi.org/10.3390/catal11040473 - 7 Apr 2021
Cited by 3 | Viewed by 1721
Abstract
Transition metal catalyzed cross-coupling reactions have proved to be powerful tools for carbon–carbon as well as carbon–heteroatom bond formation in the development of synthetic methodologies for applications ranging from pharmaceuticals to materials [...] Full article
(This article belongs to the Special Issue Transition Metal Catalyzed Cross-Coupling Reactions)

Research

Jump to: Editorial, Review

14 pages, 3433 KiB  
Article
Synthesis of Alkynyl Ketones by Sonogashira Cross-Coupling of Acyl Chlorides with Terminal Alkynes Mediated by Palladium Catalysts Deposited over Donor-Functionalized Silica Gel
by Miloslav Semler, Filip Horký and Petr Štěpnička
Catalysts 2020, 10(10), 1186; https://doi.org/10.3390/catal10101186 - 15 Oct 2020
Cited by 1 | Viewed by 2265
Abstract
Palladium catalysts deposited over silica gel bearing simple amine (≡Si(CH2)3NH2) and composite functional amide pendants equipped with various donor groups in the terminal position (≡Si(CH2)3NHC(O)CH2Y, Y = SMe, NMe2 and [...] Read more.
Palladium catalysts deposited over silica gel bearing simple amine (≡Si(CH2)3NH2) and composite functional amide pendants equipped with various donor groups in the terminal position (≡Si(CH2)3NHC(O)CH2Y, Y = SMe, NMe2 and PPh2) were prepared and evaluated in Sonogashira-type cross-coupling of acyl chlorides with terminal alkynes to give 1,3-disubstituted prop-2-yn-1-ones. Generally, the catalysts showed good catalytic activity in the reactions of aroyl chlorides with aryl alkynes under relatively mild reaction conditions even without adding a copper co-catalyst. However, their repeated use was compromised by a significant loss of activity after the first catalytic run. Full article
(This article belongs to the Special Issue Transition Metal Catalyzed Cross-Coupling Reactions)
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Graphical abstract

9 pages, 1399 KiB  
Article
Synthesis of a Bcl9 Alpha-Helix Mimetic for Inhibition of PPIs by a Combination of Electrooxidative Phenol Coupling and Pd-Catalyzed Cross Coupling
by Martin Vareka, Benedikt Dahms, Mario Lang, Minh Hao Hoang, Melanie Trobe, Hansjörg Weber, Maximilian M. Hielscher, Siegfried R. Waldvogel and Rolf Breinbauer
Catalysts 2020, 10(3), 340; https://doi.org/10.3390/catal10030340 - 19 Mar 2020
Cited by 6 | Viewed by 3861
Abstract
Teraryl-based alpha-helix mimetics have resulted in efficient inhibitors of protein-protein interactions (PPIs). Extending the concept to even longer oligoarene systems would allow for the mimicking of even larger interaction sites. We present a highly efficient synthetic modular access to quateraryl alpha-helix mimetics, in [...] Read more.
Teraryl-based alpha-helix mimetics have resulted in efficient inhibitors of protein-protein interactions (PPIs). Extending the concept to even longer oligoarene systems would allow for the mimicking of even larger interaction sites. We present a highly efficient synthetic modular access to quateraryl alpha-helix mimetics, in which, at first, two phenols undergo electrooxidative dehydrogenative cross-coupling. The resulting 4,4′-biphenol is then activated by conversion to nonaflates, which serve as leaving groups for iterative Pd-catalyzed Suzuki-cross-coupling reactions with suitably substituted pyridine boronic acids. This work, for the first time, demonstrates the synthetic efficiency of using both electroorganic as well as transition-metal catalyzed cross-coupling in the assembly of oligoarene structures. Full article
(This article belongs to the Special Issue Transition Metal Catalyzed Cross-Coupling Reactions)
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Figure 1

Review

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40 pages, 17382 KiB  
Review
Thiosemicarbazone Complexes of Transition Metals as Catalysts for Cross-Coupling Reactions
by Ioannis D. Kostas and Barry R. Steele
Catalysts 2020, 10(10), 1107; https://doi.org/10.3390/catal10101107 - 24 Sep 2020
Cited by 22 | Viewed by 5195
Abstract
Catalysis of cross-coupling reactions under phosphane-free conditions represents an important ongoing challenge. Although transition metal complexes based on the thiosemicarbazone unit have been known for a very long time, their use in homogeneous catalysis has been studied only relatively recently. In particular, reports [...] Read more.
Catalysis of cross-coupling reactions under phosphane-free conditions represents an important ongoing challenge. Although transition metal complexes based on the thiosemicarbazone unit have been known for a very long time, their use in homogeneous catalysis has been studied only relatively recently. In particular, reports of cross-coupling catalytic reactions with such complexes have appeared only in the last 15 years. This review provides a survey of the research in this area and a discussion of the prospects for future developments. Full article
(This article belongs to the Special Issue Transition Metal Catalyzed Cross-Coupling Reactions)
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Graphical abstract

25 pages, 3907 KiB  
Review
Recent Advances in Metal-Catalyzed Alkyl–Boron (C(sp3)–C(sp2)) Suzuki-Miyaura Cross-Couplings
by Janwa El-Maiss, Tharwat Mohy El Dine, Chung-Shin Lu, Iyad Karamé, Ali Kanj, Kyriaki Polychronopoulou and Janah Shaya
Catalysts 2020, 10(3), 296; https://doi.org/10.3390/catal10030296 - 5 Mar 2020
Cited by 40 | Viewed by 14834
Abstract
Boron chemistry has evolved to become one of the most diverse and applied fields in organic synthesis and catalysis. Various valuable reactions such as hydroborylations and Suzuki–Miyaura cross-couplings (SMCs) are now considered as indispensable methods in the synthetic toolbox of researchers in academia [...] Read more.
Boron chemistry has evolved to become one of the most diverse and applied fields in organic synthesis and catalysis. Various valuable reactions such as hydroborylations and Suzuki–Miyaura cross-couplings (SMCs) are now considered as indispensable methods in the synthetic toolbox of researchers in academia and industry. The development of novel sterically- and electronically-demanding C(sp3)–Boron reagents and their subsequent metal-catalyzed cross-couplings attracts strong attention and serves in turn to expedite the wheel of innovative applications of otherwise challenging organic adducts in different fields. This review describes the significant progress in the utilization of classical and novel C(sp3)–B reagents (9-BBN and 9-MeO-9-BBN, trifluoroboronates, alkylboranes, alkylboronic acids, MIDA, etc.) as coupling partners in challenging metal-catalyzed C(sp3)–C(sp2) cross-coupling reactions, such as B-alkyl SMCs after 2001. Full article
(This article belongs to the Special Issue Transition Metal Catalyzed Cross-Coupling Reactions)
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Scheme 1

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