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Symmetry
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Symmetry/Asymmetry Applied in Chemical Synthesis
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Symmetry/Asymmetry Applied in Chemical Synthesis

A special issue of Symmetry (ISSN 2073-8994). This special issue belongs to the section "Chemistry: Symmetry/Asymmetry".

Deadline for manuscript submissions: closed (30 September 2023) | Viewed by 4946

Special Issue Editors

Prof. Dr. Mingyou Hu

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Guest Editor
School of Chemistry, Xi'an Key Laboratory of Sustainable Energy Material Chemistry, MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi'an Jiaotong University, Xi’an 710049, China
Interests: developing new reagents and reactions; electrochemistry and instrumental chemistry; asymmetric synthesis and environmentally friendly fluoropolymer chemistry
Dr. Le Liu

E-Mail Website
Guest Editor
School of Chemistry, Xi'an Key Laboratory of Sustainable Energy Material Chemistry, MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi'an Jiaotong University, Xi’an 710049, China
Interests: green chemistry; synthetic methods; catalysis; free radical chemistry

Special Issue Information

Dear Colleagues,

From the microscopic point of view, chemical synthesis is to construct symmetric or unsymmetric structures. To this end, organic synthesis is one of the most important disciplines of natural science. Nowadays, organic synthesis is ubiquitous in our daily life; it is a fundamental tool for medicinal chemistry, agricultural chemistry, biochemistry, polymer chemistry, materials science and other related disciplines. Many subfields of organic synthesis have been developed, such as natural product total synthesis, transition metal catalysis, organofluorine chemistry, biochemistry, and the currently hot topics of photocatalysis and electro-organic synthesis. Notably, all of these subfields have prospered due to the progress made in the research area of synthetic chemistry. This Special Issue of Symmetry aims to provide an overview of the current progress in synthetic organic chemistry, including the topics mentioned above or studies that are favored by chemists. 

Prof. Dr. Mingyou Hu
Dr. Le Liu
Guest Editors

Manuscript Submission Information

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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. Symmetry is an international peer-reviewed open access monthly journal published by MDPI.

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Published Papers (2 papers)

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Research

13 pages, 3348 KiB  
Article
Synthesis of a New Ag(I)-Azine Complex via Ag(I)-Mediated Hydrolysis of 2-(((1-(Pyridin-2-yl)ethylidene)hydrazineylidene) Methyl)phenol with AgClO4; X-ray Crystal Structure and Biological Studies
by Mezna Saleh Altowyan, Saied M. Soliman, Dhuha Al-Wahaib, Assem Barakat, Ali Eldissouky Ali and Hemmat A. Elbadawy
Symmetry 2022, 14(11), 2226; https://doi.org/10.3390/sym14112226 - 22 Oct 2022
Cited by 2 | Viewed by 2244
Abstract
A new Ag(I)-azine complex of the formula [Ag(La)]2(ClO4)2.1/2(Lb) was synthesized and characterized using elemental analysis, FTIR, XPS and single-crystal X-ray diffraction. The [Ag(La)]2(ClO4)2.1/2(L [...] Read more.
A new Ag(I)-azine complex of the formula [Ag(La)]2(ClO4)2.1/2(Lb) was synthesized and characterized using elemental analysis, FTIR, XPS and single-crystal X-ray diffraction. The [Ag(La)]2(ClO4)2.1/2(Lb) complex was obtained via Ag(I)-mediated hydrolysis of 2-(((1-(pyridin-2-yl)ethylidene)hydrazineylidene)methyl)phenol (L) with AgClO4 leading to the formation of the azines (1E,2E)-1,2-bis(1-(pyridin-2-yl)ethylidene)hydrazine (La) and 2,2’-((1E,1’E)-hydrazine-1,2-diylidene bis(methanylylidene)) diphenol (Lb). The former underwent complexation with AgClO4, while the latter was co-crystallized with the resulting Ag(I) complex, leading to the complex formula [Ag(La)]2(ClO4)2.1/2(Lb). In this complex, the azine La is acting as a bridged bidentate chelate connecting the two Ag(I) sites, leading to a tetra-coordinated Ag(I) with a distorted square planar coordination environment. Hirshfeld analysis indicated the importance of the H…H (38.4%), O…H (17.9%), H…C (13.2%), C…C (9.0%) and N…H (8.9%) interactions in the molecular packing. The antimicrobial, antioxidant and cytotoxic activities of the [Ag(La)]2(ClO4)2.1/2(Lb) complex were examined and compared with those of [Ag(La)]2(ClO4)2. The former was found to have lower bioactivity than the latter, which shed light on the lowering of biological actions as a consequence of the incorporation of the azine Lb within the Ag(I) complex. In other words, lowering the %Ag decreases the biological actions. The [Ag(La)]2(ClO4)2.1/2(Lb) complex (ΜIC = 39 μg/mL) has higher activity against the fungus A. fumigatus than the control Ketoconazole (ΜIC =156 μg/mL). This complex also has good cytotoxic activity against colon carcinoma and weak antioxidant activity. Full article
(This article belongs to the Special Issue Symmetry/Asymmetry Applied in Chemical Synthesis)
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22 pages, 9041 KiB  
Article
[3 + 2] Cycloadditions in Asymmetric Synthesis of Spirooxindole Hybrids Linked to Triazole and Ferrocene Units: X-ray Crystal Structure and MEDT Study of the Reaction Mechanism
by Hessa H. Al-Rasheed, Abdullah Mohammed Al-Majid, M. Ali, Matti Haukka, Sherif Ramadan, Saied M. Soliman, Ayman El-Faham, Luis R. Domingo and Assem Barakat
Symmetry 2022, 14(10), 2071; https://doi.org/10.3390/sym14102071 - 5 Oct 2022
Cited by 2 | Viewed by 1976
Abstract
Derivatization of spirooxindole having triazole and ferrocene units was achieved by the [3 + 2] cycloaddition (32CA) reaction approach. Reacting the respective azomethine ylide (AY) intermediate generated in situ with the ethylene derivative produced novel asymmetric cycloadducts with four contiguous asymmetric carbons in [...] Read more.
Derivatization of spirooxindole having triazole and ferrocene units was achieved by the [3 + 2] cycloaddition (32CA) reaction approach. Reacting the respective azomethine ylide (AY) intermediate generated in situ with the ethylene derivative produced novel asymmetric cycloadducts with four contiguous asymmetric carbons in an overall high chemical yield with excellent regioselectivity and diastereoselectivity. X-Ray single-crystal structure analyses revealed, with no doubt, the success of the synthesis of the target compounds. The 32CA reaction of AY 5b with ferrocene ethylene 1 has been studied within MEDT. This 32CA reaction proceeds via a two-stage one-step mechanism involving a high asynchronous transition state structure, resulting from the nucleophilic attack of AY 5b on the β-conjugated position of ferrocene ethylene 1. The supernucleophilic character of AY 5b and the strong electrophilic character of ferrocene ethylene 1 account for the high polar character of this 32CA reaction. Further, Hirshfeld analyses were used to describe the molecular packing of compounds 4b, 4e, 4h and 4i. Full article
(This article belongs to the Special Issue Symmetry/Asymmetry Applied in Chemical Synthesis)
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