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Organic Ligands: Design, Synthesis and Application

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

Deadline for manuscript submissions: closed (31 December 2023) | Viewed by 3546

Special Issue Editor


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Guest Editor
Faculty of Chemistry, Nicolaus Copernicus University in Toruń, Gagarina 7, 87-100 Toruń, Poland
Interests: coordination chemistry; structural chemistry; crystal engineering; topological studies; host–guest systems; porosity; dynamics in single crystals

Special Issue Information

Dear Colleagues,

The area of coordination chemistry is a rich field which is constantly expanding and which encompasses numerous disciplines. Starting from the design of a ligand and, subsequently, the synthesis of the actual organic compound, the process culminates in the formation of a coordination complex. Taking into account the further applications of these complexes, this truly embraces an enormous field with endless possibilities.

This Special Issue aims to present the current state of the art regarding the synthetic endeavors leading to the ligands of interest, as well as applying these for the synthesis of metal–organic complexes. The latter can be used in diverse areas of chemistry, namely, materials science (where MOFs have taken up a special place for many years), structural chemistry (oriented toward interesting topologies), and medicinal chemistry. All contributions in these areas are welcome, with special emphasis on mini reviews.

Prof. Dr. Liliana Dobrzańska
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
  • structural chemistry
  • topological diversity of coordination compounds
  • coordination compounds in material science and medicinal chemistry

Published Papers (3 papers)

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Research

16 pages, 2394 KiB  
Article
Asymmetric Henry Reaction Using Cobalt Complexes with Bisoxazoline Ligands Bearing Two Fluorous Tags
by Kazuki Ishihara, Yamato Kato, Narisa Takeuchi, Yuka Hayashi, Yuna Hagiwara, Shyota Shibuya, Tohya Natsume and Masato Matsugi
Molecules 2023, 28(22), 7632; https://doi.org/10.3390/molecules28227632 - 16 Nov 2023
Viewed by 695
Abstract
The effect of the presence of fluorous tags in bisoxazoline ligands on the stereoselectivity of the cobalt-catalyzed asymmetric Henry reaction was investigated. In contrast to the stereoselectivity obtained with conventional nonfluorous ligands, using bisoxazoline bidentate ligands featuring two fluorous tags in adjacent positions [...] Read more.
The effect of the presence of fluorous tags in bisoxazoline ligands on the stereoselectivity of the cobalt-catalyzed asymmetric Henry reaction was investigated. In contrast to the stereoselectivity obtained with conventional nonfluorous ligands, using bisoxazoline bidentate ligands featuring two fluorous tags in adjacent positions on the aromatic ring yielded a reversed stereoselectivity. The stereoselectivity also reversed when the fluorous tags were replaced with alkyl chains of equivalent length, albeit to a considerably lesser degree, highlighting the effect of the fluorous tags. Full article
(This article belongs to the Special Issue Organic Ligands: Design, Synthesis and Application)
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19 pages, 4049 KiB  
Article
Anion Complexation by an Azocalix[4]arene Derivative and the Scope of Its Fluoride Complex Salt to Capture CO2 from the Air
by Angela F. Danil de Namor and Nawal Al Hakawati
Molecules 2023, 28(16), 6029; https://doi.org/10.3390/molecules28166029 - 12 Aug 2023
Viewed by 839
Abstract
A newly synthesized upper rim azocalix[4]arene, namely 5,11,17,23-tetra[(4-ethylacetoxyphenyl) (azo)]calix[4]arene, CA-AZ has been fully characterized, and its chromogenic and selective properties for anions are reported. Among univalent anions, the receptor is selective for the fluoride anion, and its mode of interaction in solution is [...] Read more.
A newly synthesized upper rim azocalix[4]arene, namely 5,11,17,23-tetra[(4-ethylacetoxyphenyl) (azo)]calix[4]arene, CA-AZ has been fully characterized, and its chromogenic and selective properties for anions are reported. Among univalent anions, the receptor is selective for the fluoride anion, and its mode of interaction in solution is discussed. The kinetics of the complexation process were found to be very fast as reflected in the immediate colour change observed with a naked eye resulting from the receptor–anion interaction. An emphasis is made about the relevance in selecting a solvent in which the formulation of the process is representative of the events taking place in the solution. The composition of the fluoride complex investigated using UV/VIS spectrophotometry, conductance measurements and titration calorimetry was 1:1, and the thermodynamics of complexation of anions and CA-AZ in DMSO were determined. The fluoride complex salt was isolated, and a detailed investigation was carried out to assess its ability to remove CO2 from the air. The recycling of the complex was easily achieved. Final conclusions are given. Full article
(This article belongs to the Special Issue Organic Ligands: Design, Synthesis and Application)
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27 pages, 4269 KiB  
Article
A Modular Approach to Atropisomeric Bisphosphines of Diversified Electronic Density on Phosphorus Atoms
by Oleg M. Demchuk, Aleksandra Martyna, Mateusz Kwaśnik, Katarzyna Szwaczko, Dorota Strzelecka, Barbara Mirosław, Kazimierz Michał Pietrusiewicz and Zofia Urbanczyk-Lipkowska
Molecules 2022, 27(17), 5504; https://doi.org/10.3390/molecules27175504 - 27 Aug 2022
Cited by 1 | Viewed by 1467
Abstract
The series of C2-symmetric biaryl core-based non-racemic bisphosphines possessing substituents of different electronic properties: both EDG and EWG were obtained in a short sequence of good yielding transformations, started from commercial 1,3-dimethyl-2-nitrobenzene. Several different approaches leading to the desirable ligands were [...] Read more.
The series of C2-symmetric biaryl core-based non-racemic bisphosphines possessing substituents of different electronic properties: both EDG and EWG were obtained in a short sequence of good yielding transformations, started from commercial 1,3-dimethyl-2-nitrobenzene. Several different approaches leading to the desirable ligands were practically evaluated. Notably, the synthesis of the entire series of ligands could be performed with the utilization of a single early-stage precursor DIDAB (6,6′-diiodo-2,2′,4,4′-tetramethylbiphenyl-3,3′-diamine), which could be easily obtained in enantiomerically pure form. The obtained compounds at concentrations of 50 and 200 µM showed various biological activity against normal human dermal fibroblast, ranging from inactivity through time-dependent action and ending up with high toxicity. Full article
(This article belongs to the Special Issue Organic Ligands: Design, Synthesis and Application)
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