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Organic Chemistry of Group 14 Heteroelements

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

Deadline for manuscript submissions: closed (30 June 2022) | Viewed by 2499

Special Issue Editor


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Guest Editor
University of Strasbourg, CNRS, UHA (LIMA UMR 7042), 67000 Strasbourg, France
Interests: silicon chemistry; domino and rearrangement reactions; heterocyclic chemistry; organometallic catalysis; polar organometallic reagents; enamide; alkyne; allene

Special Issue Information

Dear Colleagues,

At present, a real need for original molecular scaffolds has emerged in various fields such as pharmaceuticals, agrochemicals or electronics. One of the most promising answers to this essential confrontation is the design of organic molecules incorporating atypical atoms. Indeed, it gives the possibility to explore a chemical space that has been left completely unexplored. Among the various possible options, the classical heteroelements of group 14, namely silicon, germanium, tin and lead, have emerged in recent decades. While these elements have been mainly studied in inorganic chemistry and material sciences, interest in organic compounds incorporating these heteroelements is growing every year and elegant synthetic methods have been developed. This Special Issue therefore aims to illustrate the most recent and relevant developments on the use of these heteroelements in organic synthesis. The contributions will focus on a wide range of fields such as heterocyclic chemistry, domino/multicomponent reactions, and catalysis, as well as the application of these transformations to reach different families of high-value molecules (including bioactive compounds or organic dyes).

Dr. Morgan Donnard
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.

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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

  • Silicon
  • Germanium
  • Tin
  • Lead
  • Organic synthesis
  • Heterocycles
  • Group 14
  • Catalysis
  • Radical chemistry
  • Organic materials
  • Unstable species

Published Papers (1 paper)

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Research

14 pages, 3906 KiB  
Article
Synthesis and Reactivity of Martin’s Spirosilane-Derived Chloromethylsilicate
by Thomas Deis, Jérémy Forte, Louis Fensterbank and Gilles Lemière
Molecules 2022, 27(6), 1767; https://0-doi-org.brum.beds.ac.uk/10.3390/molecules27061767 - 08 Mar 2022
Cited by 3 | Viewed by 1842
Abstract
Pentacoordinate silicon derivatives with a chloromethyl ligand are versatile compounds that are usually obtained from the corresponding tetravalent trialkoxy- or trihalogeno(chloromethyl)silane. We describe herein the synthesis of a chloromethylsilicate bearing two Martin’s ligands readily obtained by addition of in situ generated chloromethyllithium to [...] Read more.
Pentacoordinate silicon derivatives with a chloromethyl ligand are versatile compounds that are usually obtained from the corresponding tetravalent trialkoxy- or trihalogeno(chloromethyl)silane. We describe herein the synthesis of a chloromethylsilicate bearing two Martin’s ligands readily obtained by addition of in situ generated chloromethyllithium to a spirosilane. The reactivity of this new species was evaluated and it has been established that the chloride is displaced by strong nucleophiles such as alkyllithiums and (hetero)aryllithiums. In Lewis acidic conditions, the pentacoordinate silicon species rearranges through a formal insertion of a methylene into one Si–C bond, to form a new tetravalent spirosilane with a six-membered ring. The same kind of rearrangement can be triggered also by addition of a Lewis base. The mechanism of the rearrangement in both conditions has been studied by means of DFT calculations. Full article
(This article belongs to the Special Issue Organic Chemistry of Group 14 Heteroelements)
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