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Novel Ligands for Organometallic Catalysis

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Chemistry".

Deadline for manuscript submissions: closed (31 December 2021) | Viewed by 6769

Special Issue Editor


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Guest Editor
Department of Chemistry, National Taiwan University, Taipei 10617, Taiwan
Interests: homogeneous catalysis; organometallic chemistry; ligand design; n-heterocyclic carbene; coordination chemistry; phosphine; dimetallic catalysis; synthetic methodology

Special Issue Information

Dear Colleagues,

The research topic of “Ligand Design for Specific Organometallic Catalysis” is one of the most important fields of catalysis and organometallic chemistry. Despite numerous advances in transition metal-catalyzed reactions, the development of efficient catalytic systems is still highly desirable for industrial application, sustainability, and environmental advantages. It is well-documented that the activity of metal centers of catalysts is greatly influenced by the associated ligands through fine-tuning of their steric and electronic properties. Moreover, ligands are also able to influence the solubility of complexes in various solvents, particularly in aqueous or unconventional media. The use of metal complexes as photoredox catalysts in organic transformation is another recent advance in this field. Different kinds of ligands are designed and tuned to improve the optoelectronic properties of metal complexes, which might show great potential in photocatalysis.

We believe that new catalytic systems as well as novel organic transformation catalyzed by organometallic compounds presented in the submitted papers will be of interest to chemists already involved in this field as well as to the large community of synthetic and catalytic chemists, and that they will substantially affect future organic reactions/catalysis. We are convinced that works published in this Special Issue of Molecules will further contribute to the fundamental knowledge of “Novel Ligands for Organometallic Catalysis”. Therefore, we strongly encourage chemists in the related fields to submit manuscripts for this Special Issue on “Novel Ligands for Organometallic Catalysis” in the journal Molecules.

Prof. Dr. Shiuh-Tzung Liu
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. Molecules is an international peer-reviewed open access semimonthly 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

  • ligand design
  • organometallics
  • homogeneous catalysis
  • asymmetric reactions
  • coordination chemistry
  • photoreactions
  • nitrogen donors
  • phosphine
  • carbon donors
  • oxygen donors
  • multidentates

Published Papers (3 papers)

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Research

15 pages, 4600 KiB  
Article
Ring-Opening Polymerization of ε-Caprolactone and Styrene Oxide–CO2 Coupling Reactions Catalyzed by Chelated Dehydroacetic Acid–Imine Aluminum Complexes
by Ting-Yen Wang, Yu-Chia Su, Bao-Tsan Ko, Yu Hsu, Yu-Fang Zeng, Ching-Han Hu, Amitabha Datta and Jui-Hsien Huang
Molecules 2022, 27(1), 164; https://doi.org/10.3390/molecules27010164 - 28 Dec 2021
Cited by 2 | Viewed by 1624
Abstract
A series of chelated dehydroacetic acid–imine-based ligands L1H~L4H was synthesized by reacting dehydroacetic acid with 2-t-butylaniline, (S)-1-phenyl-ethylamine, 4-methoxylbenzylamine, and 2-(aminoethyl)pyridine, respectively, in moderate yields. Ligands L1H~L4H reacted with AlMe [...] Read more.
A series of chelated dehydroacetic acid–imine-based ligands L1H~L4H was synthesized by reacting dehydroacetic acid with 2-t-butylaniline, (S)-1-phenyl-ethylamine, 4-methoxylbenzylamine, and 2-(aminoethyl)pyridine, respectively, in moderate yields. Ligands L1H~L4H reacted with AlMe3 in toluene to afford corresponding compounds AlMe2L1 (1), AlMe2L2 (2), AlMe2L3 (3), and AlMe2L4 (4). All the ligands and aluminum compounds were characterized by IR spectra, 1H and 13C NMR spectroscopy. Additionally, the ligands L1H~L4H and corresponding aluminum derivatives 1, 3, and 4 were characterized by single-crystal X-ray diffractometry. The catalytic activities using these aluminum compounds as catalysts for the ε-caprolactone ring-opening polymerization (ROP) and styrene oxide-CO2 coupling reactions were studied. The results show that increases in the reaction temperature and selective solvent intensify the conversions of ε-caprolactone to polycaprolactone. Regarding the coupling reactions of styrene oxide and CO2, the conversion rate is over 90% for a period of 12 h at 90 °C. This strategy dispenses the origination of cyclic styrene carbonates, which is an appealing concern because of the transformation of CO2 into an inexpensive, renewable and easy excess carbon feedstock. Full article
(This article belongs to the Special Issue Novel Ligands for Organometallic Catalysis)
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14 pages, 10390 KiB  
Article
Ruthenium Olefin Metathesis Catalysts Featuring N-Heterocyclic Carbene Ligands Tagged with Isonicotinic and 4-(Dimethylamino)benzoic Acid Rests: Evaluation of a Modular Synthetic Strategy
by Stefan Czarnocki, Louis Monsigny, Michał Sienkiewicz, Anna Kajetanowicz and Karol Grela
Molecules 2021, 26(17), 5220; https://doi.org/10.3390/molecules26175220 - 28 Aug 2021
Cited by 3 | Viewed by 2263
Abstract
A modular and flexible strategy towards the synthesis of N-heterocyclic carbene (NHC) ligands bearing Brønsted base tags has been proposed and then adopted in the preparation of two tagged NHC ligands bearing rests of isonicotinic and 4-(dimethylamino)benzoic acids. Such tagged NHC ligands represent [...] Read more.
A modular and flexible strategy towards the synthesis of N-heterocyclic carbene (NHC) ligands bearing Brønsted base tags has been proposed and then adopted in the preparation of two tagged NHC ligands bearing rests of isonicotinic and 4-(dimethylamino)benzoic acids. Such tagged NHC ligands represent an attractive starting point for the synthesis of olefin metathesis ruthenium catalysts tagged in non-dissociating ligands. The influence of the Brønsted basic tags on the activity of such obtained olefin metathesis catalysts has been studied. Full article
(This article belongs to the Special Issue Novel Ligands for Organometallic Catalysis)
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10 pages, 1565 KiB  
Article
Synthesis, Characterization, and Catalytic Application of Palladium Complexes Containing Indolyl-NNN-Type Ligands
by Pang-Chia Lo, Chun-Wei Yang, Wen-Kai Wu and Chi-Tien Chen
Molecules 2021, 26(15), 4426; https://doi.org/10.3390/molecules26154426 - 22 Jul 2021
Cited by 3 | Viewed by 2222
Abstract
In this study, a series of N-heterocyclic indolyl ligand precursors 2-Py-Py-IndH, 2-Py-Pz-IndH, 2-Py-7-Py-IndH, 2-Py-7-Pz-IndH, and 2-Ox-7-Py-IndH (L1H-L5H) were prepared. The treatment of ligand precursors with 1 equivalent of palladium acetate affords palladium complexes 15. All [...] Read more.
In this study, a series of N-heterocyclic indolyl ligand precursors 2-Py-Py-IndH, 2-Py-Pz-IndH, 2-Py-7-Py-IndH, 2-Py-7-Pz-IndH, and 2-Ox-7-Py-IndH (L1H-L5H) were prepared. The treatment of ligand precursors with 1 equivalent of palladium acetate affords palladium complexes 15. All ligand precursors and palladium complexes were characterized by NMR spectroscopy and elemental analysis. The molecular structures of complexes 3 and 5 were determined by single crystal X-ray diffraction techniques. The application of those palladium complexes 15 to the Suzuki reaction with aryl halide substrates was examined. Full article
(This article belongs to the Special Issue Novel Ligands for Organometallic Catalysis)
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